SCOPUS 정보 검색 플랫폼

Journal of Organic Chemistry

Volumn 68, Issue 8, 2003, Pages 3225-3231

Convergent synthesis of the E′FGH ring fragment of ciguatoxin 1B via an acetylene cobalt complex strategy

(3) Takai, Shigeyuki a Sawada, Naotaka a Isobe, Minoru a

a NAGOYA UNIVERSITY (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

RING CYCLIZATION;

ACETYLENE; ALDEHYDES; CONFORMATIONS; FOOD PRODUCTS; HYDROGENATION; ISOMERS; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

TOXIC MATERIALS;

ACETYLENE; ALDEHYDE; CARBONYL DERIVATIVE; CIGUATOXIN; CIGUATOXIN 1B; COBALT COMPLEX; KETOL; PYRIDINE; UNCLASSIFIED DRUG;

ARTICLE; CONFORMATIONAL TRANSITION; CYCLIZATION; FOOD POISONING; HYDROGENATION; PROTON NUCLEAR MAGNETIC RESONANCE; REDUCTION; SEA FOOD; STEREOCHEMISTRY; TOXIN STRUCTURE; TOXIN SYNTHESIS;

EID: 0037453554 PISSN: 00223263 EISSN: None Source Type: Journal
DOI: 10.1021/jo034021y Document Type: Article

Times cited : (44)

References (80)

1
- 0022885251
- (a) Gillespie, N. C.; Lewis, R. J.; Pearn, J.; Bourke, A. T. C.; Helms, M. J.; Bourke, J. B.; Shields, W. J. Ned. J. Aust. 1986, 145, 584-590.
- (1986) Ned. J. Aust. , vol.145 , pp. 584-590
- Gillespie, N.C.¹ Lewis, R.J.² Pearn, J.³ Bourke, A.T.C.⁴ Helms, M.J.⁵ Bourke, J.B.⁶ Shields, W.J.⁷

2
- 1542502091
- (b) Yasumoto, T.; Murata, M. Chem. Rev. 1993, 93, 1897-1909.
- (1993) Chem. Rev. , vol.93 , pp. 1897-1909
- Yasumoto, T.¹ Murata, M.²

3
- 0028008326
- (c) Scheuer, P. J. Tetrahedron 1994, 50, 3-18.
- (1994) Tetrahedron , vol.50 , pp. 3-18
- Scheuer, P.J.¹

4
- 0035753029
- (d) Yasumoto, T. Chem. Rec. 2001, 1, 228-242.
- (2001) Chem. Rec. , vol.1 , pp. 228-242
- Yasumoto, T.¹

5
- 84996366183
- Yasumoto, T.; Nakajima, R.; Bagnis, R.; Adachi, R. Nippon Suisan Gakkaishi 1977, 43, 1021-1023.
- (1977) Nippon Suisan Gakkaishi , vol.43 , pp. 1021-1023
- Yasumoto, T.¹ Nakajima, R.² Bagnis, R.³ Adachi, R.⁴

6
- 0023666436
- (a) Lombert, A.; Bidard, J.-N.; Lazdunski, M. FEBS Lett. 1987, 219, 355-359.
- (1987) FEBS Lett. , vol.219 , pp. 355-359
- Lombert, A.¹ Bidard, J.-N.² Lazdunski, M.³

7
- 0025912135
- (b) Lewis, R. J.; Sellin, M.; Poli, M. A.; Norton, R. S.; Macleod, J. K.; Sheil, M. M. Toxicon 1991, 29, 1115-1127.
- (1991) Toxicon , vol.29 , pp. 1115-1127
- Lewis, R.J.¹ Sellin, M.² Poli, M.A.³ Norton, R.S.⁴ Macleod, J.K.⁵ Sheil, M.M.⁶

8
- 0032890031
- (c) Dechraoui, M.-Y.; Naar, J.; Pauillac, S.; Legrand, A.-M. Toxicon 1999, 37, 125-143.
- (1999) Toxicon , vol.37 , pp. 125-143
- Dechraoui, M.-Y.¹ Naar, J.² Pauillac, S.³ Legrand, A.-M.⁴

9
- 0035905867
- (d) Anger, T.; Madge, D.-J.; Mulla, M.; Riddall, D. J. Med. Chem. 2001, 44, 115-137.
- (2001) J. Med. Chem. , vol.44 , pp. 115-137
- Anger, T.¹ Madge, D.-J.² Mulla, M.³ Riddall, D.⁴

10
- 0019790981
- (a) Lin, Y.-Y.; Risk, M.; Ray, S. M.; Engen, D. V.; Clardy, J.; Golik, J.; James, J. C.; Nakanishi, K. J. Am. Chem. Soc. 1981, 103, 6773-6776.
- (1981) J. Am. Chem. Soc. , vol.103 , pp. 6773-6776
- Lin, Y.-Y.¹ Risk, M.² Ray, S.M.³ Engen, D.V.⁴ Clardy, J.⁵ Golik, J.⁶ James, J.C.⁷ Nakanishi, K.⁸

11
- 33845374592
- (b) Shimizu, Y.; Chou, H.-N.; Bando, H.; Duyne, G. V.; Clardy, J. C. J. Am. Chem. Soc. 1986, 108, 514-518.
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 514-518
- Shimizu, Y.¹ Chou, H.-N.² Bando, H.³ Duyne, G.V.⁴ Clardy, J.C.⁵

12
- 0014197967
- (a) Scheuer, P. J.; Takahashi, W.; Tsutsumi, J.; Yoshida, T. Science 1967, 155, 1267-1268.
- (1967) Science , vol.155 , pp. 1267-1268
- Scheuer, P.J.¹ Takahashi, W.² Tsutsumi, J.³ Yoshida, T.⁴

13
- 0345203653
- Ph.D. Thesis, University of Hawaii
- (b) Tachibana, K. Ph.D. Thesis, University of Hawaii, 1980.
- (1980)
- Tachibana, K.¹

14
- 0024815125
- (a) Murata, M.; Legrand, A. M.; Ishibashi, Y.; Yasumoto, T.J. Am. Chem. Soc, 1989, 111, 8929-8931.
- (1989) J. Am. Chem. Soc. , vol.111 , pp. 8929-8931
- Murata, M.¹ Legrand, A.M.² Ishibashi, Y.³ Yasumoto, T.⁴

15
- 0000021559
- (b) Murata, M.; Legrand, A. M.; Yasumoto, T. Tetrahedron Lett. 1989, 30, 3793-3794.
- (1989) Tetrahedron Lett. , vol.30 , pp. 3793-3794
- Murata, M.¹ Legrand, A.M.² Yasumoto, T.³

16
- 0025045174
- (c) Murata, M.; Legrand, A. M.; Ishibashi, Y.; Fukui, M.; Yasumoto, T. J. Am. Chem. Soc. 1990, 112, 4380-4386.
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 4380-4386
- Murata, M.¹ Legrand, A.M.² Ishibashi, Y.³ Fukui, M.⁴ Yasumoto, T.⁵

17
- 0026571186
- (d) Murata, M.; Legrand, A. M.; Scheuer, P. J.; Yasumoto, T. Tetrahedron Lett. 1992, 33, 525-526.
- (1992) Tetrahedron Lett. , vol.33 , pp. 525-526
- Murata, M.¹ Legrand, A.M.² Scheuer, P.J.³ Yasumoto, T.⁴

18
- 0030670907
- Satake, M.; Morohashi, A.; Oguri, H.; Oishi, T.; Hirama, M.; Harada, N.; Yasumoto, T. J. Am. Chem. Soc. 1997, 119, 11325-11326.
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 11325-11326
- Satake, M.¹ Morohashi, A.² Oguri, H.³ Oishi, T.⁴ Hirama, M.⁵ Harada, N.⁶ Yasumoto, T.⁷

19
- 0037026010
- For recent synthetic studies from other groups, see: (a) Uehara, H.; Oishi, T.; Inoue, M.; Shoji, M.; Nagumo, Y.; Kosaka, M.; Le Brazidec, J.-Y.; Hirama, M. Tetrahedron 2002, 58, 6493-6512. (b) Takakura, H.; Sasaki, M.; Honda, S.; Tachibana, K. Org. Lett. 2002, 4, 2771-2774. (c) Fujiwara, K.; Koyama, Y.; Kawai, K.; Tanaka, H.; Murai, A. Synlett 2002, 1835-1838. (d) Bond, S.; Perlmutter, P. Tetrahedron 2002, 58, 1779-1787. (e) Leeuwenburgh, M. A.; Kulker, C.; Overkleeft, H. S.; van der Marel, G. A.; van Boom, J. H. Synlett 1999, 1945-1947. (f) Candenas, M. L.; Pinto, F. M.; Cintado, C. G.; Morales, E. Q.; Brouard, I.; Díaz, M. T.; Rico, M.; Rodríguez, E.; Rodríguez, R. M.; Pérez, R.; Pérez R. L.; Martín, J. D. Tetrahedron 2002, 58, 1921-1942. (g) Soler, M.-A.; Palazón, J.-M.; Martín, V. S. Tetrahedron Lett. 1993, 34, 5471-5474. (h) Clark, J. S.; Hamelin, O. Angew. Chem., Int. Ed. 2000, 39, 372-374 and references therein.
- (2002) Tetrahedron , vol.58 , pp. 6493-6512
- Uehara, H.¹ Oishi, T.² Inoue, M.³ Shoji, M.⁴ Nagumo, Y.⁵ Kosaka, M.⁶ Le Brazidec, J.-Y.⁷ Hirama, M.⁸

20
- 0037043549
- For recent synthetic studies from other groups, see: (a) Uehara, H.; Oishi, T.; Inoue, M.; Shoji, M.; Nagumo, Y.; Kosaka, M.; Le Brazidec, J.-Y.; Hirama, M. Tetrahedron 2002, 58, 6493-6512. (b) Takakura, H.; Sasaki, M.; Honda, S.; Tachibana, K. Org. Lett. 2002, 4, 2771-2774. (c) Fujiwara, K.; Koyama, Y.; Kawai, K.; Tanaka, H.; Murai, A. Synlett 2002, 1835-1838. (d) Bond, S.; Perlmutter, P. Tetrahedron 2002, 58, 1779-1787. (e) Leeuwenburgh, M. A.; Kulker, C.; Overkleeft, H. S.; van der Marel, G. A.; van Boom, J. H. Synlett 1999, 1945-1947. (f) Candenas, M. L.; Pinto, F. M.; Cintado, C. G.; Morales, E. Q.; Brouard, I.; Díaz, M. T.; Rico, M.; Rodríguez, E.; Rodríguez, R. M.; Pérez, R.; Pérez R. L.; Martín, J. D. Tetrahedron 2002, 58, 1921-1942. (g) Soler, M.-A.; Palazón, J.-M.; Martín, V. S. Tetrahedron Lett. 1993, 34, 5471-5474. (h) Clark, J. S.; Hamelin, O. Angew. Chem., Int. Ed. 2000, 39, 372-374 and references therein.
- (2002) Org. Lett. , vol.4 , pp. 2771-2774
- Takakura, H.¹ Sasaki, M.² Honda, S.³ Tachibana, K.⁴

21
- 0036427428
- For recent synthetic studies from other groups, see: (a) Uehara, H.; Oishi, T.; Inoue, M.; Shoji, M.; Nagumo, Y.; Kosaka, M.; Le Brazidec, J.-Y.; Hirama, M. Tetrahedron 2002, 58, 6493-6512. (b) Takakura, H.; Sasaki, M.; Honda, S.; Tachibana, K. Org. Lett. 2002, 4, 2771-2774. (c) Fujiwara, K.; Koyama, Y.; Kawai, K.; Tanaka, H.; Murai, A. Synlett 2002, 1835-1838. (d) Bond, S.; Perlmutter, P. Tetrahedron 2002, 58, 1779-1787. (e) Leeuwenburgh, M. A.; Kulker, C.; Overkleeft, H. S.; van der Marel, G. A.; van Boom, J. H. Synlett 1999, 1945-1947. (f) Candenas, M. L.; Pinto, F. M.; Cintado, C. G.; Morales, E. Q.; Brouard, I.; Díaz, M. T.; Rico, M.; Rodríguez, E.; Rodríguez, R. M.; Pérez, R.; Pérez R. L.; Martín, J. D. Tetrahedron 2002, 58, 1921-1942. (g) Soler, M.-A.; Palazón, J.-M.; Martín, V. S. Tetrahedron Lett. 1993, 34, 5471-5474. (h) Clark, J. S.; Hamelin, O. Angew. Chem., Int. Ed. 2000, 39, 372-374 and references therein.
- (2002) Synlett , pp. 1835-1838
- Fujiwara, K.¹ Koyama, Y.² Kawai, K.³ Tanaka, H.⁴ Murai, A.⁵

22
- 0037017756
- For recent synthetic studies from other groups, see: (a) Uehara, H.; Oishi, T.; Inoue, M.; Shoji, M.; Nagumo, Y.; Kosaka, M.; Le Brazidec, J.-Y.; Hirama, M. Tetrahedron 2002, 58, 6493-6512. (b) Takakura, H.; Sasaki, M.; Honda, S.; Tachibana, K. Org. Lett. 2002, 4, 2771-2774. (c) Fujiwara, K.; Koyama, Y.; Kawai, K.; Tanaka, H.; Murai, A. Synlett 2002, 1835-1838. (d) Bond, S.; Perlmutter, P. Tetrahedron 2002, 58, 1779-1787. (e) Leeuwenburgh, M. A.; Kulker, C.; Overkleeft, H. S.; van der Marel, G. A.; van Boom, J. H. Synlett 1999, 1945-1947. (f) Candenas, M. L.; Pinto, F. M.; Cintado, C. G.; Morales, E. Q.; Brouard, I.; Díaz, M. T.; Rico, M.; Rodríguez, E.; Rodríguez, R. M.; Pérez, R.; Pérez R. L.; Martín, J. D. Tetrahedron 2002, 58, 1921-1942. (g) Soler, M.-A.; Palazón, J.-M.; Martín, V. S. Tetrahedron Lett. 1993, 34, 5471-5474. (h) Clark, J. S.; Hamelin, O. Angew. Chem., Int. Ed. 2000, 39, 372-374 and references therein.
- (2002) Tetrahedron , vol.58 , pp. 1779-1787
- Bond, S.¹ Perlmutter, P.²

23
- 0032715188
- For recent synthetic studies from other groups, see: (a) Uehara, H.; Oishi, T.; Inoue, M.; Shoji, M.; Nagumo, Y.; Kosaka, M.; Le Brazidec, J.-Y.; Hirama, M. Tetrahedron 2002, 58, 6493-6512. (b) Takakura, H.; Sasaki, M.; Honda, S.; Tachibana, K. Org. Lett. 2002, 4, 2771-2774. (c) Fujiwara, K.; Koyama, Y.; Kawai, K.; Tanaka, H.; Murai, A. Synlett 2002, 1835-1838. (d) Bond, S.; Perlmutter, P. Tetrahedron 2002, 58, 1779-1787. (e) Leeuwenburgh, M. A.; Kulker, C.; Overkleeft, H. S.; van der Marel, G. A.; van Boom, J. H. Synlett 1999, 1945-1947. (f) Candenas, M. L.; Pinto, F. M.; Cintado, C. G.; Morales, E. Q.; Brouard, I.; Díaz, M. T.; Rico, M.; Rodríguez, E.; Rodríguez, R. M.; Pérez, R.; Pérez R. L.; Martín, J. D. Tetrahedron 2002, 58, 1921-1942. (g) Soler, M.-A.; Palazón, J.-M.; Martín, V. S. Tetrahedron Lett. 1993, 34, 5471-5474. (h) Clark, J. S.; Hamelin, O. Angew. Chem., Int. Ed. 2000, 39, 372-374 and references therein.
- (1999) Synlett , pp. 1945-1947
- Leeuwenburgh, M.A.¹ Kulker, C.² Overkleeft, H.S.³ Van der Marel, G.A.⁴ Van Boom, J.H.⁵

24
- 18244380593
- For recent synthetic studies from other groups, see: (a) Uehara, H.; Oishi, T.; Inoue, M.; Shoji, M.; Nagumo, Y.; Kosaka, M.; Le Brazidec, J.-Y.; Hirama, M. Tetrahedron 2002, 58, 6493-6512. (b) Takakura, H.; Sasaki, M.; Honda, S.; Tachibana, K. Org. Lett. 2002, 4, 2771-2774. (c) Fujiwara, K.; Koyama, Y.; Kawai, K.; Tanaka, H.; Murai, A. Synlett 2002, 1835-1838. (d) Bond, S.; Perlmutter, P. Tetrahedron 2002, 58, 1779-1787. (e) Leeuwenburgh, M. A.; Kulker, C.; Overkleeft, H. S.; van der Marel, G. A.; van Boom, J. H. Synlett 1999, 1945-1947. (f) Candenas, M. L.; Pinto, F. M.; Cintado, C. G.; Morales, E. Q.; Brouard, I.; Díaz, M. T.; Rico, M.; Rodríguez, E.; Rodríguez, R. M.; Pérez, R.; Pérez R. L.; Martín, J. D. Tetrahedron 2002, 58, 1921-1942. (g) Soler, M.-A.; Palazón, J.-M.; Martín, V. S. Tetrahedron Lett. 1993, 34, 5471-5474. (h) Clark, J. S.; Hamelin, O. Angew. Chem., Int. Ed. 2000, 39, 372-374 and references therein.
- (2002) Tetrahedron , vol.58 , pp. 1921-1942
- Candenas, M.L.¹ Pinto, F.M.² Cintado, C.G.³ Morales, E.Q.⁴ Brouard, I.⁵ Díaz, M.T.⁶ Rico, M.⁷ Rodríguez, E.⁸ Rodríguez, R.M.⁹ Pérez, R.¹⁰ Pérez, R.L.¹¹ Martín, J.D.¹²

25
- 0027160655
- For recent synthetic studies from other groups, see: (a) Uehara, H.; Oishi, T.; Inoue, M.; Shoji, M.; Nagumo, Y.; Kosaka, M.; Le Brazidec, J.-Y.; Hirama, M. Tetrahedron 2002, 58, 6493-6512. (b) Takakura, H.; Sasaki, M.; Honda, S.; Tachibana, K. Org. Lett. 2002, 4, 2771-2774. (c) Fujiwara, K.; Koyama, Y.; Kawai, K.; Tanaka, H.; Murai, A. Synlett 2002, 1835-1838. (d) Bond, S.; Perlmutter, P. Tetrahedron 2002, 58, 1779-1787. (e) Leeuwenburgh, M. A.; Kulker, C.; Overkleeft, H. S.; van der Marel, G. A.; van Boom, J. H. Synlett 1999, 1945-1947. (f) Candenas, M. L.; Pinto, F. M.; Cintado, C. G.; Morales, E. Q.; Brouard, I.; Díaz, M. T.; Rico, M.; Rodríguez, E.; Rodríguez, R. M.; Pérez, R.; Pérez R. L.; Martín, J. D. Tetrahedron 2002, 58, 1921-1942. (g) Soler, M.-A.; Palazón, J.-M.; Martín, V. S. Tetrahedron Lett. 1993, 34, 5471-5474. (h) Clark, J. S.; Hamelin, O. Angew. Chem., Int. Ed. 2000, 39, 372-374 and references therein.
- (1993) Tetrahedron Lett. , vol.34 , pp. 5471-5474
- Soler, M.-A.¹ Palazón, J.-M.² Martín, V.S.³

26
- 0034677109
- and references therein
- For recent synthetic studies from other groups, see: (a) Uehara, H.; Oishi, T.; Inoue, M.; Shoji, M.; Nagumo, Y.; Kosaka, M.; Le Brazidec, J.-Y.; Hirama, M. Tetrahedron 2002, 58, 6493-6512. (b) Takakura, H.; Sasaki, M.; Honda, S.; Tachibana, K. Org. Lett. 2002, 4, 2771-2774. (c) Fujiwara, K.; Koyama, Y.; Kawai, K.; Tanaka, H.; Murai, A. Synlett 2002, 1835-1838. (d) Bond, S.; Perlmutter, P. Tetrahedron 2002, 58, 1779-1787. (e) Leeuwenburgh, M. A.; Kulker, C.; Overkleeft, H. S.; van der Marel, G. A.; van Boom, J. H. Synlett 1999, 1945-1947. (f) Candenas, M. L.; Pinto, F. M.; Cintado, C. G.; Morales, E. Q.; Brouard, I.; Díaz, M. T.; Rico, M.; Rodríguez, E.; Rodríguez, R. M.; Pérez, R.; Pérez R. L.; Martín, J. D. Tetrahedron 2002, 58, 1921-1942. (g) Soler, M.-A.; Palazón, J.-M.; Martín, V. S. Tetrahedron Lett. 1993, 34, 5471-5474. (h) Clark, J. S.; Hamelin, O. Angew. Chem., Int. Ed. 2000, 39, 372-374 and references therein.
- (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 372-374
- Clark, J.S.¹ Hamelin, O.²

27
- 0035976532
- (a) Hirama, M.; Oishi, T.; Uehara, H.; Inoue, M.; Maruyama, M.; Oguri, H.; Satake, M. Science 2001, 294, 1904-1907.
- (2001) Science , vol.294 , pp. 1904-1907
- Hirama, M.¹ Oishi, T.² Uehara, H.³ Inoue, M.⁴ Maruyama, M.⁵ Oguri, H.⁶ Satake, M.⁷

28
- 0037069719
- (b) Inoue, M.; Uehara, H.; Maruyama, M.; Hirama, M. Org. Lett. 2002, 4, 4551-4554.
- (2002) Org. Lett. , vol.4 , pp. 4551-4554
- Inoue, M.¹ Uehara, H.² Maruyama, M.³ Hirama, M.⁴

29
- 1542420461
- (a) Isobe, M.; Yenjai, C.; Tanaka, S. Synlett 1994, 11, 916-918.
- (1994) Synlett , vol.11 , pp. 916-918
- Isobe, M.¹ Yenjai, C.² Tanaka, S.³

30
- 0032510406
- (b) Yenjai, C.; Isobe, M. Tetrahedron 1998, 54, 2509-2520.
- (1998) Tetrahedron , vol.54 , pp. 2509-2520
- Yenjai, C.¹ Isobe, M.²

31
- 0030508478
- (c) Isobe, M.; Hosokawa, S.; Kira, K. Chem. Lett. 1996, 473-474.
- (1996) Chem. Lett. , pp. 473-474
- Isobe, M.¹ Hosokawa, S.² Kira, K.³

32
- 0032556811
- (d) For a review, see; Isobe, M.; Nishizawa, R.; Hosokawa, S.; Nishikawa, T. Chem. Commun. 1998, 2665-2676.
- (1998) Chem. Commun. , pp. 2665-2676
- Isobe, M.¹ Nishizawa, R.² Hosokawa, S.³ Nishikawa, T.⁴

33
- 0032560074
- (a) Hosokawa, S.; Isobe, M. Tetrahedron Lett. 1998, 39, 2609-2612.
- (1998) Tetrahedron Lett. , vol.39 , pp. 2609-2612
- Hosokawa, S.¹ Isobe, M.²

34
- 0032507904
- (b) Shibuya, S.; Isobe, M. Tetrahedron 1998, 54, 6677-6698.
- (1998) Tetrahedron , vol.54 , pp. 6677-6698
- Shibuya, S.¹ Isobe, M.²

35
- 0036214835
- (c) Takai, S.; Ploypradith, P.; Hamajima, A.; Kira, K.; Isobe, M. Synlett 2002, 588-592.
- (2002) Synlett , pp. 588-592
- Takai, S.¹ Ploypradith, P.² Hamajima, A.³ Kira, K.⁴ Isobe, M.⁵

36
- 0035533864
- Kira, K.; Isobe, M. Chem. Lett. 2001, 432-433.
- (2001) Chem. Lett. , pp. 432-433
- Kira, K.¹ Isobe, M.²

37
- 0002845351
- (a) Isobe, M.; Kitamura, M.; Goto, T. Tetrahedron Lett. 1979, 20, 3465-3468.
- (1979) Tetrahedron Lett. , vol.20 , pp. 3465-3468
- Isobe, M.¹ Kitamura, M.² Goto, T.³

38
- 33646889288
- (b) Isobe, M.; Funabashi, Y.; Ichikawa, Y.; Mio, S.; Goto, T. Tetrahedron Lett. 1984, 25, 2021-2024.
- (1984) Tetrahedron Lett. , vol.25 , pp. 2021-2024
- Isobe, M.¹ Funabashi, Y.² Ichikawa, Y.³ Mio, S.⁴ Goto, T.⁵

39
- 0038709078
- Perspectives in the organic chemistry of sulfur
- Zwanenburg, B., Klunder, A. J. H., Eds. New Synthetic Methods Using Vinyl Sulfones - Developments in Heteroconjugate Addition. Isobe, M
- (c) Perspectives in the Organic Chemistry of Sulfur. Zwanenburg, B., Klunder, A. J. H., Eds. New Synthetic Methods Using Vinyl Sulfones - Developments in Heteroconjugate Addition. Isobe, M. Studies Org. Chem. 1987, 28, 209-229.
- (1987) Studies Org. Chem. , vol.28 , pp. 209-229

40
- 85010516470
- (a) Hosokawa, S.; Isobe, M. Synlett 1995, 1179-1180.
- (1995) Synlett , pp. 1179-1180
- Hosokawa, S.¹ Isobe, M.²

41
- 0002300598
- (b) Hosokawa, S.; Isobe, M. Synlett 1996, 351-352.
- (1996) Synlett , pp. 351-352
- Hosokawa, S.¹ Isobe, M.²

42
- 0033534666
- (c) Hosokawa, S.; Isobe, M. J. Org. Chem. 1999, 64, 37-48.
- (1999) J. Org. Chem. , vol.64 , pp. 37-48
- Hosokawa, S.¹ Isobe, M.²

43
- 0033525470
- (d) Saeeng, R.; Isobe, M. Tetrahedron Lett. 1999, 40, 1911-1914.
- (1999) Tetrahedron Lett. , vol.40 , pp. 1911-1914
- Saeeng, R.¹ Isobe, M.²

44
- 0035249279
- (e) Saeeng, R.; Isobe, M. Heterocycles 2001, 54, 789.
- (2001) Heterocycles , vol.54 , pp. 789
- Saeeng, R.¹ Isobe, M.²

45
- 0035832058
- (a) Kira, K.; Isobe, M. Tetrahedron Lett. 2001, 42, 2821-2824.
- (2001) Tetrahedron Lett. , vol.42 , pp. 2821-2824
- Kira, K.¹ Isobe, M.²

46
- 0037017757
- (b) Kira, K.; Hamajima, A.; Isobe, M. Tetrahedron 2002, 58, 1875-1888.
- (2002) Tetrahedron , vol.58 , pp. 1875-1888
- Kira, K.¹ Hamajima, A.² Isobe, M.³

47
- 0034729973
- Kira, K.; Isobe, M. Tetrahedron Lett. 2000, 41, 5951-5955.
- (2000) Tetrahedron Lett. , vol.41 , pp. 5951-5955
- Kira, K.¹ Isobe, M.²

48
- 0001203598
- (a) Liu, T.-Z.; Isobe, M. Synlett 2000, 587-589.
- (2000) Synlett , pp. 587-589
- Liu, T.-Z.¹ Isobe, M.²

49
- 0034698153
- (b) Liu, T.-Z.; Isobe, M. Tetrahedron 2000, 56, 5391-5404.
- (2000) Tetrahedron , vol.56 , pp. 5391-5404
- Liu, T.-Z.¹ Isobe, M.²

50
- 0034704297
- (c) Liu, T.-Z.; Li, J.-M.; Isobe, M. Tetrahedron 2000, 56, 10209-10219.
- (2000) Tetrahedron , vol.56 , pp. 10209-10219
- Liu, T.-Z.¹ Li, J.-M.² Isobe, M.³

51
- 0033957108
- (d) Liu, T.-Z.; Isobe, M. Synlett 2000, 266-268.
- (2000) Synlett , pp. 266-268
- Liu, T.-Z.¹ Isobe, M.²

52
- 0037018464
- Takai, S.; Isobe, M. Org. Lett. 2002, 4, 1183-1186.
- (2002) Org. Lett. , vol.4 , pp. 1183-1186
- Takai, S.¹ Isobe, M.²

53
- 0033547935
- Synthesis of another model system of the EFGH ring: (a) Sasaki, M.; Noguchi, T.; Tachibana, K. Tetrahedron Lett. 1999, 40, 1337-1340. (b) Imai, H.; Uehara, H.; Inoue, M.; Oguri, H.; Oishi, T.; Hirama, M. Tetrahedron Lett. 2001, 42, 6219-6222. (c) Sasaki, M.; Noguchi, T.; Tachibana, K. J. Org. Chem. 2002, 67, 3301-3310. (d) Inoue, M.; Wang, G. X.; Wang, J.; Hirama, M. Org. Lett. 2002, 4, 3439-3442.
- (1999) Tetrahedron Lett. , vol.40 , pp. 1337-1340
- Sasaki, M.¹ Noguchi, T.² Tachibana, K.³

54
- 0035959511
- Synthesis of another model system of the EFGH ring: (a) Sasaki, M.; Noguchi, T.; Tachibana, K. Tetrahedron Lett. 1999, 40, 1337-1340. (b) Imai, H.; Uehara, H.; Inoue, M.; Oguri, H.; Oishi, T.; Hirama, M. Tetrahedron Lett. 2001, 42, 6219-6222. (c) Sasaki, M.; Noguchi, T.; Tachibana, K. J. Org. Chem. 2002, 67, 3301-3310. (d) Inoue, M.; Wang, G. X.; Wang, J.; Hirama, M. Org. Lett. 2002, 4, 3439-3442.
- (2001) Tetrahedron Lett. , vol.42 , pp. 6219-6222
- Imai, H.¹ Uehara, H.² Inoue, M.³ Oguri, H.⁴ Oishi, T.⁵ Hirama, M.⁶

55
- 0037123419
- Synthesis of another model system of the EFGH ring: (a) Sasaki, M.; Noguchi, T.; Tachibana, K. Tetrahedron Lett. 1999, 40, 1337-1340. (b) Imai, H.; Uehara, H.; Inoue, M.; Oguri, H.; Oishi, T.; Hirama, M. Tetrahedron Lett. 2001, 42, 6219-6222. (c) Sasaki, M.; Noguchi, T.; Tachibana, K. J. Org. Chem. 2002, 67, 3301-3310. (d) Inoue, M.; Wang, G. X.; Wang, J.; Hirama, M. Org. Lett. 2002, 4, 3439-3442.
- (2002) J. Org. Chem. , vol.67 , pp. 3301-3310
- Sasaki, M.¹ Noguchi, T.² Tachibana, K.³

56
- 0037015441
- Synthesis of another model system of the EFGH ring: (a) Sasaki, M.; Noguchi, T.; Tachibana, K. Tetrahedron Lett. 1999, 40, 1337-1340. (b) Imai, H.; Uehara, H.; Inoue, M.; Oguri, H.; Oishi, T.; Hirama, M. Tetrahedron Lett. 2001, 42, 6219-6222. (c) Sasaki, M.; Noguchi, T.; Tachibana, K. J. Org. Chem. 2002, 67, 3301-3310. (d) Inoue, M.; Wang, G. X.; Wang, J.; Hirama, M. Org. Lett. 2002, 4, 3439-3442.
- (2002) Org. Lett. , vol.4 , pp. 3439-3442
- Inoue, M.¹ Wang, G.X.² Wang, J.³ Hirama, M.⁴

57
- 0344773096
- note
- Synthetic route and data of 9 and 10 were reported in ref 18.

58
- 0037025920
- Kira, K.; Tanda, H.; Hamajima, A.; Baba, T.; Takai, S.; Isobe, M. Tetrahedron 2002, 58, 6485-6492.
- (2002) Tetrahedron , vol.58 , pp. 6485-6492
- Kira, K.¹ Tanda, H.² Hamajima, A.³ Baba, T.⁴ Takai, S.⁵ Isobe, M.⁶

59
- 0013056648
- Kato, T.; Ichinose, I.; Hosogai, T.; Kitahara, Y. Chem. Lett. 1976, 1187.
- (1976) Chem. Lett. , pp. 1187
- Kato, T.¹ Ichinose, I.² Hosogai, T.³ Kitahara, Y.⁴

60
- 0001777202
- Kira, K.; Isobe, M. J. Synth. Org. Chem., Jpn. 2000, 58, 23-30.
- (2000) J. Synth. Org. Chem., Jpn. , vol.58 , pp. 23-30
- Kira, K.¹ Isobe, M.²

61
- 0344341221
- note
- This reaction mechanism, however, has not been proven in detail yet.

62
- 33845554860
- Lewis, M. D.; Cha, J. K.; Kishi, Y. J. Am. Chem. Soc. 1982, 104, 4976-4978.
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 4976-4978
- Lewis, M.D.¹ Cha, J.K.² Kishi, Y.³

63
- 0025045174
- Murata, M.; Legrand, A. M.; Ishibashi, Y.; Fukui, M.; Yasumoto, T. J. Am. Chem. Soc. 1990, 112, 4380-4386.
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 4380-4386
- Murata, M.¹ Legrand, A.M.² Ishibashi, Y.³ Fukui, M.⁴ Yasumoto, T.⁵

64
- 0031550870
- Conformational change of another model system: (a) Inoue, M.; Sasaki, M.; Tachibana, K. Tetrahedron Lett. 1997, 38, 1611-1614. (b) Inoue, M.; Sasaki, M.; Tachibana, K. Tetrahedron 1999, 55, 10949-10970.
- (1997) Tetrahedron Lett. , vol.38 , pp. 1611-1614
- Inoue, M.¹ Sasaki, M.² Tachibana, K.³

65
- 0033520269
- Conformational change of another model system: (a) Inoue, M.; Sasaki, M.; Tachibana, K. Tetrahedron Lett. 1997, 38, 1611-1614. (b) Inoue, M.; Sasaki, M.; Tachibana, K. Tetrahedron 1999, 55, 10949-10970.
- (1999) Tetrahedron , vol.55 , pp. 10949-10970
- Inoue, M.¹ Sasaki, M.² Tachibana, K.³

66
- 0345203652
- note
- 1H NMR spectra of 28 exhibited a 1: 1 mixture of two conformational isomers (UP and DOWN conformers).

67
- 0345635639
- note
- Three conformers A, B, and C were extracted from results of global search. Conformer D was extracted from results of local minimum after flipping the C31 of B and corrected for the angle of H29-C29-C30-H30 of B as 180°.

68
- 0345635640
- note
- The parameters of conformer A, B, C, and D are shown in the Supporting Information.

69
- 84986437005
- Mohamadi, F.; Richards, N. G. J.; Guida, W. C.; Liskamp, R.; Lipton, M.; Caulfield, C.; Chang, G.; Hendrickson, T.; Still, W. C. J. Comput. Chem. 1900, 11, 440.
- (1900) J. Comput. Chem. , vol.11 , pp. 440
- Mohamadi, F.¹ Richards, N.G.J.² Guida, W.C.³ Liskamp, R.⁴ Lipton, M.⁵ Caulfield, C.⁶ Chang, G.⁷ Hendrickson, T.⁸ Still, W.C.⁹

70
- 36749114535
- (a) Aue, W. P.; Karhan, J.; Ernst, R. R. J. Chem. Phys. 1976, 64, 4226-4227.
- (1976) J. Chem. Phys. , vol.64 , pp. 4226-4227
- Aue, W.P.¹ Karhan, J.² Ernst, R.R.³

71
- 0003480898
- Pergamon: Oxford
- (b) Derome, A. E. Modern NMR Techniques for Chemistry Research; Pergamon: Oxford, 1991; pp 270-275.
- (1991) Modern NMR Techniques for Chemistry Research , pp. 270-275
- Derome, A.E.¹

72
- 0004319414
- Longman: Harlow
- (c) Freeman, R. A Handbook of NMR; Longman: Harlow, 1987; pp 106-110.
- (1987) A Handbook of NMR , pp. 106-110
- Freeman, R.¹

73
- 0344341218
- note
- Although reported in ref 18 (our previous paper) that the majority should exist in similar conformation to DOWN conformer C, we revise it to DOWN conformer A in this paper.

74
- 0345203650
- note
- Synthetic scheme and data of 20 are reported in the Supporting Information.

75
- 0001593823
- (a) Díaz, D.; Martín, V. S. Org. Lett. 2000, 2, 335-337.
- (2000) Org. Lett. , vol.2 , pp. 335-337
- Díaz, D.¹ Martín, V.S.²

76
- 0342514704
- (b) Díaz, D.; Martín, V. S. Tetrahedron Lett. 2000, 41, 743-746.
- (2000) Tetrahedron Lett. , vol.41 , pp. 743-746
- Díaz, D.¹ Martín, V.S.²

77
- 0034680653
- (c) Díaz, D.; Matín, V. S. J. Org. Chem. 2000, 65, 7896-7901.
- (2000) J. Org. Chem. , vol.65 , pp. 7896-7901
- Díaz, D.¹ Matín, V.S.²

78
- 0345203651
- note
- The broadening spectrum was shown in the Supporting Information.

79
- 0344341219
- note
- 1H NMR spectra of 28 exhibited a 1:1 mixture of two conformational isomers (UP and DOWN conformers).

80
- 0345635638
- note
- The parameters of conformer X and Y are shown in the Supporting Information.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.