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Volumn , Issue 9, 1996, Pages 747-748

A versatile cycloaddition for the generation of pyrrolidine derivatives via C-N-C 1,3-dipoles

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EID: 0030355158     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1996.747     Document Type: Article
Times cited : (9)

References (29)
  • 1
    • 0003523008 scopus 로고
    • Pergamon Press, Oxford
    • W. Carruthers, "Cycloaddition Reactions in Organic Synthesis," Pergamon Press, Oxford (1990), pp. 269; A. Padwa and M. A. Schoffstall, in "Advances in Cycloaddition," ed by P. D. Curran, JAI Press Inc., Greenwich. (1990), Vol. 2, pp. 1.
    • (1990) Cycloaddition Reactions in Organic Synthesis , pp. 269
    • Carruthers, W.1
  • 2
    • 0002899589 scopus 로고
    • ed by P. D. Curran, JAI Press Inc., Greenwich
    • W. Carruthers, "Cycloaddition Reactions in Organic Synthesis," Pergamon Press, Oxford (1990), pp. 269; A. Padwa and M. A. Schoffstall, in "Advances in Cycloaddition," ed by P. D. Curran, JAI Press Inc., Greenwich. (1990), Vol. 2, pp. 1.
    • (1990) Advances in Cycloaddition , vol.2 , pp. 1
    • Padwa, A.1    Schoffstall, M.A.2
  • 4
    • 0001519841 scopus 로고
    • J. Yoshida and S. Isoe, Tetrahedron Lett., 28, 6621, (1987); J. Yoshida, T. Maekawa, T. Murata, S. Matsunaga, and S. Isoe, J. Am. Chem. Soc., 112, 1962 (1990); J. Yoshida, T. Maekawa, Y. Morita, and S. Isoe, J. Org. Chem., 57, 1321 (1992) and references cited therein.
    • (1987) Tetrahedron Lett. , vol.28 , pp. 6621
    • Yoshida, J.1    Isoe, S.2
  • 5
    • 0025367226 scopus 로고
    • J. Yoshida and S. Isoe, Tetrahedron Lett., 28, 6621, (1987); J. Yoshida, T. Maekawa, T. Murata, S. Matsunaga, and S. Isoe, J. Am. Chem. Soc., 112, 1962 (1990); J. Yoshida, T. Maekawa, Y. Morita, and S. Isoe, J. Org. Chem., 57, 1321 (1992) and references cited therein.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 1962
    • Yoshida, J.1    Maekawa, T.2    Murata, T.3    Matsunaga, S.4    Isoe, S.5
  • 6
    • 0013479194 scopus 로고
    • and references cited therein
    • J. Yoshida and S. Isoe, Tetrahedron Lett., 28, 6621, (1987); J. Yoshida, T. Maekawa, T. Murata, S. Matsunaga, and S. Isoe, J. Am. Chem. Soc., 112, 1962 (1990); J. Yoshida, T. Maekawa, Y. Morita, and S. Isoe, J. Org. Chem., 57, 1321 (1992) and references cited therein.
    • (1992) J. Org. Chem. , vol.57 , pp. 1321
    • Yoshida, J.1    Maekawa, T.2    Morita, Y.3    Isoe, S.4
  • 7
    • 0027424124 scopus 로고
    • G. Pandey, G. Lakshmaiah, and A. Ghatak, Tetrahedron Lett., 34, 7301 (1993); G. Pandey and G. Lakshmaiah, Tetrahedron Lett., 34, 4861 (1993); G. Pandey, G. Lakshmaiah, and G. Kumaraswamy, J. Chem. Soc., Chem. Commun., 1992, 1313.
    • (1993) Tetrahedron Lett. , vol.34 , pp. 7301
    • Pandey, G.1    Lakshmaiah, G.2    Ghatak, A.3
  • 8
    • 0027199306 scopus 로고
    • G. Pandey, G. Lakshmaiah, and A. Ghatak, Tetrahedron Lett., 34, 7301 (1993); G. Pandey and G. Lakshmaiah, Tetrahedron Lett., 34, 4861 (1993); G. Pandey, G. Lakshmaiah, and G. Kumaraswamy, J. Chem. Soc., Chem. Commun., 1992, 1313.
    • (1993) Tetrahedron Lett. , vol.34 , pp. 4861
    • Pandey, G.1    Lakshmaiah, G.2
  • 10
    • 0042252606 scopus 로고    scopus 로고
    • A. Hosomi, Y. Sakata, and H. Sakurai, Chem. Lett., 1984, 1117; A. Padwa and W. Dent, J. Org. Chem., 52, 235 (1987); In place of the OMe group, CN group can be employed, see: A. Padwa and Y. Chen, Tetrahedron Lett., 24, 3447 (1983); A. Padwa, Y. Chen, W. Dent, and H. Nimmesgern, J. Org. Chem., 50, 4006 (1985).
    • Chem. Lett. , vol.1984 , pp. 1117
    • Hosomi, A.1    Sakata, Y.2    Sakurai, H.3
  • 11
    • 0000071972 scopus 로고
    • A. Hosomi, Y. Sakata, and H. Sakurai, Chem. Lett., 1984, 1117; A. Padwa and W. Dent, J. Org. Chem., 52, 235 (1987); In place of the OMe group, CN group can be employed, see: A. Padwa and Y. Chen, Tetrahedron Lett., 24, 3447 (1983); A. Padwa, Y. Chen, W. Dent, and H. Nimmesgern, J. Org. Chem., 50, 4006 (1985).
    • (1987) J. Org. Chem. , vol.52 , pp. 235
    • Padwa, A.1    Dent, W.2
  • 12
    • 0042753872 scopus 로고
    • A. Hosomi, Y. Sakata, and H. Sakurai, Chem. Lett., 1984, 1117; A. Padwa and W. Dent, J. Org. Chem., 52, 235 (1987); In place of the OMe group, CN group can be employed, see: A. Padwa and Y. Chen, Tetrahedron Lett., 24, 3447 (1983); A. Padwa, Y. Chen, W. Dent, and H. Nimmesgern, J. Org. Chem., 50, 4006 (1985).
    • (1983) Tetrahedron Lett. , vol.24 , pp. 3447
    • Padwa, A.1    Chen, Y.2
  • 13
    • 0000293748 scopus 로고
    • A. Hosomi, Y. Sakata, and H. Sakurai, Chem. Lett., 1984, 1117; A. Padwa and W. Dent, J. Org. Chem., 52, 235 (1987); In place of the OMe group, CN group can be employed, see: A. Padwa and Y. Chen, Tetrahedron Lett., 24, 3447 (1983); A. Padwa, Y. Chen, W. Dent, and H. Nimmesgern, J. Org. Chem., 50, 4006 (1985).
    • (1985) J. Org. Chem. , vol.50 , pp. 4006
    • Padwa, A.1    Chen, Y.2    Dent, W.3    Nimmesgern, H.4
  • 15
    • 33847087603 scopus 로고    scopus 로고
    • E. Vedejs and R. G. Martinez, J. Am. Chem. Soc., 102, 7993 (1980); K. Achiwa, T. Motoyama, and M. Sekiya, Chem. Pharm. Bull., 31, 3939 (1983); R. Smith and T. Livinghouse, J. Org. Chem., 48, 1554 (1983); A. Padwa, G. Hoffmanns, and M. Tomas, Tetrahedron Lett., 24, 4303 (1983); O. Tsuge, S. Kanemasa, S. Kuraoka, and S. Takenaka, Chem. Lett., 1984, 279 and 281; O. Tsuge, S. Kanemasa, A. Hatada, and K. Matsuda, Bull. Chem. Soc. Jpn., 59, 2537 (1986).
    • (1980) J. Am. Chem. Soc. , vol.102 , pp. 7993
    • Vedejs, E.1    Martinez, R.G.2
  • 16
    • 85008538393 scopus 로고
    • E. Vedejs and R. G. Martinez, J. Am. Chem. Soc., 102, 7993 (1980); K. Achiwa, T. Motoyama, and M. Sekiya, Chem. Pharm. Bull., 31, 3939 (1983); R. Smith and T. Livinghouse, J. Org. Chem., 48, 1554 (1983); A. Padwa, G. Hoffmanns, and M. Tomas, Tetrahedron Lett., 24, 4303 (1983); O. Tsuge, S. Kanemasa, S. Kuraoka, and S. Takenaka, Chem. Lett., 1984, 279 and 281; O. Tsuge, S. Kanemasa, A. Hatada, and K. Matsuda, Bull. Chem. Soc. Jpn., 59, 2537 (1986).
    • (1983) Chem. Pharm. Bull. , vol.31 , pp. 3939
    • Achiwa, K.1    Motoyama, T.2    Sekiya, M.3
  • 17
    • 0001726634 scopus 로고
    • E. Vedejs and R. G. Martinez, J. Am. Chem. Soc., 102, 7993 (1980); K. Achiwa, T. Motoyama, and M. Sekiya, Chem. Pharm. Bull., 31, 3939 (1983); R. Smith and T. Livinghouse, J. Org. Chem., 48, 1554 (1983); A. Padwa, G. Hoffmanns, and M. Tomas, Tetrahedron Lett., 24, 4303 (1983); O. Tsuge, S. Kanemasa, S. Kuraoka, and S. Takenaka, Chem. Lett., 1984, 279 and 281; O. Tsuge, S. Kanemasa, A. Hatada, and K. Matsuda, Bull. Chem. Soc. Jpn., 59, 2537 (1986).
    • (1983) J. Org. Chem. , vol.48 , pp. 1554
    • Smith, R.1    Livinghouse, T.2
  • 18
    • 0000192111 scopus 로고
    • E. Vedejs and R. G. Martinez, J. Am. Chem. Soc., 102, 7993 (1980); K. Achiwa, T. Motoyama, and M. Sekiya, Chem. Pharm. Bull., 31, 3939 (1983); R. Smith and T. Livinghouse, J. Org. Chem., 48, 1554 (1983); A. Padwa, G. Hoffmanns, and M. Tomas, Tetrahedron Lett., 24, 4303 (1983); O. Tsuge, S. Kanemasa, S. Kuraoka, and S. Takenaka, Chem. Lett., 1984, 279 and 281; O. Tsuge, S. Kanemasa, A. Hatada, and K. Matsuda, Bull. Chem. Soc. Jpn., 59, 2537 (1986).
    • (1983) Tetrahedron Lett. , vol.24 , pp. 4303
    • Padwa, A.1    Hoffmanns, G.2    Tomas, M.3
  • 19
    • 33847087603 scopus 로고    scopus 로고
    • E. Vedejs and R. G. Martinez, J. Am. Chem. Soc., 102, 7993 (1980); K. Achiwa, T. Motoyama, and M. Sekiya, Chem. Pharm. Bull., 31, 3939 (1983); R. Smith and T. Livinghouse, J. Org. Chem., 48, 1554 (1983); A. Padwa, G. Hoffmanns, and M. Tomas, Tetrahedron Lett., 24, 4303 (1983); O. Tsuge, S. Kanemasa, S. Kuraoka, and S. Takenaka, Chem. Lett., 1984, 279 and 281; O. Tsuge, S. Kanemasa, A. Hatada, and K. Matsuda, Bull. Chem. Soc. Jpn., 59, 2537 (1986).
    • Chem. Lett. , vol.1984 , pp. 279
    • Tsuge, O.1    Kanemasa, S.2    Kuraoka, S.3    Takenaka, S.4
  • 20
    • 33847087603 scopus 로고    scopus 로고
    • E. Vedejs and R. G. Martinez, J. Am. Chem. Soc., 102, 7993 (1980); K. Achiwa, T. Motoyama, and M. Sekiya, Chem. Pharm. Bull., 31, 3939 (1983); R. Smith and T. Livinghouse, J. Org. Chem., 48, 1554 (1983); A. Padwa, G. Hoffmanns, and M. Tomas, Tetrahedron Lett., 24, 4303 (1983); O. Tsuge, S. Kanemasa, S. Kuraoka, and S. Takenaka, Chem. Lett., 1984, 279 and 281; O. Tsuge, S. Kanemasa, A. Hatada, and K. Matsuda, Bull. Chem. Soc. Jpn., 59, 2537 (1986).
    • (1986) Bull. Chem. Soc. Jpn. , vol.59 , pp. 2537
    • Tsuge, O.1    Kanemasa, S.2    Hatada, A.3    Matsuda, K.4
  • 21
    • 0040608545 scopus 로고    scopus 로고
    • M. Komatsu, M. Ohno, S. Tsuno, and Y. Ohshiro, Chem. Lett., 1990, 575; M. Ohno, H. Miyata, M. Komatsu, and Y. Ohshiro, Tetrahedron Lett., 32, 5093 (1991); M. Ohno, M. Komatsu, H. Miyata, and Y. Ohshiro, Tetrahedron Lett., 32, 5813 (1991).
    • Chem. Lett. , vol.1990 , pp. 575
    • Komatsu, M.1    Ohno, M.2    Tsuno, S.3    Ohshiro, Y.4
  • 22
    • 0025863449 scopus 로고
    • M. Komatsu, M. Ohno, S. Tsuno, and Y. Ohshiro, Chem. Lett., 1990, 575; M. Ohno, H. Miyata, M. Komatsu, and Y. Ohshiro, Tetrahedron Lett., 32, 5093 (1991); M. Ohno, M. Komatsu, H. Miyata, and Y. Ohshiro, Tetrahedron Lett., 32, 5813 (1991).
    • (1991) Tetrahedron Lett. , vol.32 , pp. 5093
    • Ohno, M.1    Miyata, H.2    Komatsu, M.3    Ohshiro, Y.4
  • 23
    • 0026002009 scopus 로고
    • M. Komatsu, M. Ohno, S. Tsuno, and Y. Ohshiro, Chem. Lett., 1990, 575; M. Ohno, H. Miyata, M. Komatsu, and Y. Ohshiro, Tetrahedron Lett., 32, 5093 (1991); M. Ohno, M. Komatsu, H. Miyata, and Y. Ohshiro, Tetrahedron Lett., 32, 5813 (1991).
    • (1991) Tetrahedron Lett. , vol.32 , pp. 5813
    • Ohno, M.1    Komatsu, M.2    Miyata, H.3    Ohshiro, Y.4
  • 24
    • 0041752014 scopus 로고    scopus 로고
    • note
    • 2 to give pyrrolidine 6.
  • 25
    • 0027236102 scopus 로고
    • M. Pätzel, G. Galley, G. P. Jones, and A. Chrapkowsky, Tetrahedron Lett., 34, 5707 (1993); R. Grigg, J. Montgomery, and A. Somasunderam, Tetrahedron, 48, 10431 (1992); S. Kanemasa, T. Hayashi, J. Tanaka, H. Yamamoto, and T. Sakurai, J. Org. Chem., 56, 4473 (1991); M. Joucla and J. Mortier, J. Chem. Soc., Chem. Commun. 1985, 1566; Y. Terao, H. Kotaki, N. Imai, and K. Achiwa, Chem. Pharm. Bull., 33, 2762 (1985).
    • (1993) Tetrahedron Lett. , vol.34 , pp. 5707
    • Pätzel, M.1    Galley, G.2    Jones, G.P.3    Chrapkowsky, A.4
  • 26
    • 0026495944 scopus 로고
    • M. Pätzel, G. Galley, G. P. Jones, and A. Chrapkowsky, Tetrahedron Lett., 34, 5707 (1993); R. Grigg, J. Montgomery, and A. Somasunderam, Tetrahedron, 48, 10431 (1992); S. Kanemasa, T. Hayashi, J. Tanaka, H. Yamamoto, and T. Sakurai, J. Org. Chem., 56, 4473 (1991); M. Joucla and J. Mortier, J. Chem. Soc., Chem. Commun. 1985, 1566; Y. Terao, H. Kotaki, N. Imai, and K. Achiwa, Chem. Pharm. Bull., 33, 2762 (1985).
    • (1992) Tetrahedron , vol.48 , pp. 10431
    • Grigg, R.1    Montgomery, J.2    Somasunderam, A.3
  • 27
    • 0001191456 scopus 로고
    • M. Pätzel, G. Galley, G. P. Jones, and A. Chrapkowsky, Tetrahedron Lett., 34, 5707 (1993); R. Grigg, J. Montgomery, and A. Somasunderam, Tetrahedron, 48, 10431 (1992); S. Kanemasa, T. Hayashi, J. Tanaka, H. Yamamoto, and T. Sakurai, J. Org. Chem., 56, 4473 (1991); M. Joucla and J. Mortier, J. Chem. Soc., Chem. Commun. 1985, 1566; Y. Terao, H. Kotaki, N. Imai, and K. Achiwa, Chem. Pharm. Bull., 33, 2762 (1985).
    • (1991) J. Org. Chem. , vol.56 , pp. 4473
    • Kanemasa, S.1    Hayashi, T.2    Tanaka, J.3    Yamamoto, H.4    Sakurai, T.5
  • 28
    • 37049104339 scopus 로고    scopus 로고
    • M. Pätzel, G. Galley, G. P. Jones, and A. Chrapkowsky, Tetrahedron Lett., 34, 5707 (1993); R. Grigg, J. Montgomery, and A. Somasunderam, Tetrahedron, 48, 10431 (1992); S. Kanemasa, T. Hayashi, J. Tanaka, H. Yamamoto, and T. Sakurai, J. Org. Chem., 56, 4473 (1991); M. Joucla and J. Mortier, J. Chem. Soc., Chem. Commun. 1985, 1566; Y. Terao, H. Kotaki, N. Imai, and K. Achiwa, Chem. Pharm. Bull., 33, 2762 (1985).
    • J. Chem. Soc., Chem. Commun. , vol.1985 , pp. 1566
    • Joucla, M.1    Mortier, J.2
  • 29
    • 85004281985 scopus 로고
    • M. Pätzel, G. Galley, G. P. Jones, and A. Chrapkowsky, Tetrahedron Lett., 34, 5707 (1993); R. Grigg, J. Montgomery, and A. Somasunderam, Tetrahedron, 48, 10431 (1992); S. Kanemasa, T. Hayashi, J. Tanaka, H. Yamamoto, and T. Sakurai, J. Org. Chem., 56, 4473 (1991); M. Joucla and J. Mortier, J. Chem. Soc., Chem. Commun. 1985, 1566; Y. Terao, H. Kotaki, N. Imai, and K. Achiwa, Chem. Pharm. Bull., 33, 2762 (1985).
    • (1985) Chem. Pharm. Bull. , vol.33 , pp. 2762
    • Terao, Y.1    Kotaki, H.2    Imai, N.3    Achiwa, K.4


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