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Journal of Organic Chemistry

Volumn 64, Issue 23, 1999, Pages 8602-8607

A versatile method for the facile synthesis of enantiopure trans- and cis-2,5-disubstituted pyrrolidines

(4) Wang, Qian a Sasaki, N André a Riche, Claude a Potier, Pierre a

a CNRS (France)

Author keywords

[No Author keywords available]

Indexed keywords

PYRROLIDINE DERIVATIVE;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION; CIS TRANS ISOMERISM; CYCLIZATION; ENANTIOMER; SYNTHESIS;

EID: 0033550159 PISSN: 00223263 EISSN: None Source Type: Journal
DOI: 10.1021/jo991052d Document Type: Article

Times cited : (15)

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30
- 46549104335
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1985) Tetrahedron Lett. , vol.26 , pp. 1343
- Enomoto, M.¹ Ito, Y.² Katsuki, T.³ Yamaguchi, M.⁴

31
- 0001272178
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1985) Tetrahedron Lett. , vol.26 , pp. 5807
- Katsuki, T.¹ Yamaguchi, M.²

32
- 0344353658
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1986) Tetrahedron Lett. , vol.27 , pp. 3403
- Ikegami, S.¹ Hayama, T.² Katsuki, T.³ Yamaguchi, M.⁴

33
- 0001661455
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1986) Tetrahedron Lett. , vol.27 , pp. 4577
- Uchikawa, M.¹ Hanamoto, T.² Katsuki, T.³ Yamaguchi, M.⁴

34
- 0000189306
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1988) Tetrahedron , vol.44 , pp. 5333
- Ikegami, S.¹ Uchiyama, H.² Hayama, T.³ Katsuki, T.⁴ Yamaguchi, M.⁵

35
- 0000625840
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1989) Tetrahedron Lett. , vol.30 , pp. 3805
- Takano, S.¹ Moriya, M.² Iwabuchi, Y.³ Ogasawara, K.⁴

36
- 0024424818
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1989) Tetrahedron Lett. , vol.30 , pp. 6075
- Marzi, M.¹ Misiti, D.²

37
- 0025316304
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1990) Tetrahedron Lett. , vol.31 , pp. 4467
- Chen, L.-Y.¹ Ghosez, L.²

38
- 0025307498
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1990) Tetrahedron Lett. , vol.31 , pp. 3175
- Fuji, K.¹ Node, M.² Naniwa, Y.³ Kawabata, T.⁴

39
- 0000713656
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1990) Tetrahedron: Asymmetry , vol.1 , pp. 363
- Gouverneur, V.¹ Ghosez, L.²

40
- 0025779249
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1991) Tetrahedron Lett. , vol.32 , pp. 5349
- Gouverneur, V.¹ Ghosez, L.²

41
- 84950158196
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1991) Synlett , vol.8 , pp. 319
- Yamamoto, Y.¹ Ohmori, H.² Sawada, S.³

42
- 0000279481
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1992) Pure Appl. Chem. , vol.64 , pp. 1849
- Ghosez, L.¹ Genicot, C.² Gouverneur, V.³

43
- 0026499193
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1992) Tetrahedron , vol.48 , pp. 10127
- Marzi, M.¹ Minetti, P.² Misti, D.³

44
- 0027400803
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1993) Synthesis , pp. 298
- Yamamoto, Y.¹ Hoshino, J.² Fujimoto, Y.³ Ohmoto, J.⁴ Sawada, S.⁵

45
- 0027409594
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1993) Tetrahedron Lett. , vol.34 , pp. 2165
- Kitagawa, O.¹ Hanano, T.² Kikuchi, N.³ Taguchi, T.⁴

46
- 0027460848
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1993) Tetrahedron Lett. , vol.34 , pp. 2445
- Giese, B.¹ Hoffmann, U.² Roth, M.³ Veit, A.⁴ Wyss, C.⁵ Zehnder, M.⁶ Zipse, H.⁷

47
- 0028029097
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1994) Tetrahedron Lett. , vol.35 , pp. 375
- Koh, K.¹ Ben, R.N.² Durst, T.³

48
- 0028286412
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1994) Tetrahedron Lett. , vol.35 , pp. 4915
- Sibi, M.P.¹ Lu, J.²

49
- 0029143575
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1995) Tetrahedron: Asymmetry , vol.6 , pp. 2109
- Shi, M.¹ Satoh, Y.² Makihara, T.³ Masaki, Y.⁴

50
- 0030041207
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1996) Tetrahedron , vol.52 , pp. 565
- Kawanami, Y.¹ Moriya, H.² Goto, Y.³ Tsukao, K.⁴ Hashimoto, M.⁵

51
- 0000758313
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron
- (1998) J. Org. Chem. , vol.63 , pp. 2224
- Takahata, H.¹ Takahashi, S.² Kouno, S.³ Momose, T.⁴

52
- 0344353657
- Recent applications
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.

53
- 0033523055
- trans-2,5-Dialkoxymethylpyrrolidines: (a) Kawanami, Y.; Ito, Y.; Kitagawa, T.; Taniguchi, Y.; Katsuki, T.; Yamaguchi; M. Tetrahedron Lett. 1984, 25, 857. (b) Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1984, 25, 6015. (c) Enomoto, M.; Ito, Y.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 1343. (d) Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1985, 26, 5807. (e) Ikegami, S.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 3403. (f) Uchikawa, M.; Hanamoto, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron Lett. 1986, 27, 4577. (g) Ikegami, S.; Uchiyama, H.; Hayama, T.; Katsuki, T.; Yamaguchi, M. Tetrahedron 1988, 44, 5333. (h) Takano, S.; Moriya, M.; Iwabuchi, Y.; Ogasawara, K. Tetrahedron Lett. 1989, 30, 3805. (i) Marzi, M.; Misiti, D. Tetrahedron Lett. 1989, 30, 6075. (j) Chen, L.-Y.; Ghosez, L. Tetrahedron Lett. 1990, 31, 4467. (k) Fuji, K.; Node, M.; Naniwa, Y.; Kawabata, T. Tetrahedron Lett. 1990, 31, 3175. (l) Gouverneur, V.; Ghosez, L. Tetrahedron: Asymmetry 1990, 1, 363. (m) Gouverneur, V.; Ghosez, L. Tetrahedron Lett. 1991, 32, 5349. (n) Yamamoto, Y.; Ohmori, H.; Sawada, S. Synlett 1991, 8, 319. (o) Ghosez, L.; Genicot, C.; Gouverneur, V. Pure Appl. Chem. 1992, 64, 1849. (p) Marzi, M.; Minetti, P.; Misti, D. Tetrahedron 1992, 48, 10127. (q) Yamamoto, Y.; Hoshino, J.; Fujimoto, Y.; Ohmoto, J.; Sawada, S. Synthesis 1993, 298. (r) Kitagawa, O.; Hanano, T.; Kikuchi, N.; Taguchi, T. Tetrahedron Lett. 1993, 34, 2165. (s) Giese, B.; Hoffmann, U.; Roth, M.; Veit, A.; Wyss, C.; Zehnder, M.; Zipse, H. Tetrahedron Lett. 1993, 34, 2445. (t) Koh, K.; Ben, R. N.; Durst, T. Tetrahedron Lett. 1994, 35, 375. (u) Sibi, M. P.; Lu, J. Tetrahedron Lett. 1994, 35, 4915. (v) Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y. Tetrahedron: Asymmetry 1995, 6, 2109. (w) Kawanami, Y.; Moriya, H.; Goto, Y.; Tsukao, K.; Hashimoto, M. Tetrahedron 1996, 52, 565. (x) Takahata, H.; Takahashi, S.; Kouno, S.; Momose, T. J. Org. Chem. 1998, 63, 2224. (y) Recent applications: (z) Felice, E.; Fioravanti, S.; Pellacani, L.; Tardella, P. A. Tetrahedron Lett. 1999, 40, 4413. (aa) Donohoe, T. J.; Stevenson, C. A.; Helliwell, M.; Irshad, R.; Ladduwahetty, T. Tetrahedron: Asymmetry 1999, 10, 1315.
- (1999) Tetrahedron Lett. , vol.40 , pp. 4413
- Felice, E.¹ Fioravanti, S.² Pellacani, L.³ Tardella, P.A.⁴

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