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Volumn 63, Issue 6, 1998, Pages 1995-2001

Stereocontrolled Synthesis of 4-Substituted (±)-Kainic Acids

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EID: 0000703874     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo972123g     Document Type: Article
Times cited : (20)

References (57)
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    • For some leading references to synthesis of kainic acid, see: (a) Oppolzer, W.; Thirring, K. J. Am. Chem. Soc. 1982, 104, 4978. (b) Baldwin, J. E.; Li, C.-S. J. Chem. Soc., Chem. Commun. 1987, 166. (c) Takano, S.; Iwabuchi, Y.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1988, 1204. (d) Takano, S.; Sugihara, T.; Sotoh, S.; Ogasawara, K. J. Am. Chem. Soc. 1988, 110, 6467. (e) Cooper, J.; Knight, D. W.; Gallagher, P. T. J. Chem. Soc., Perkin Trans. 1 1992, 553. (f) Barco, A.; Benetti, S.; Spalluto, G.; Casolari, A.; Pollini, G. P.; Zanirato, V. J. Org. Chem. 1992, 57, 6279. (g) Takano, S.; Inomata, K.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1992, 169. (h) Hatakeyama, S.; Sugawara, K.; Takano, S. J. Chem. Soc., Chem. Commun. 1993, 125. (i) Yoo, S-e.; Lee, S. H. J. Org. Chem. 1994, 59, 6968. (j) Monn, J. A.; Valli, M. J. J. Org. Chem. 1994, 59, 2773. (k) Bachi, M. D.; Melman, A. Synlett 1996, 60. (l) Bachi, M. D.; Bar-Ner, N.; Melman, A. J. Org. Chem. 1996, 61, 7116. (m) Hanessian, S.; Ninkovic, S. J. Org. Chem. 1996, 61, 5418. (n) Bachi, M. D.; Melman, A. J. Org. Chem. 1997, 62, 1896. (o) Nakada, Y.; Sugahara, T.; Ogasawara, K. Tetrahedron Lett., 1997, 38, 857.
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    • Oppolzer, W.1    Thirring, K.2
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    • For some leading references to synthesis of kainic acid, see: (a) Oppolzer, W.; Thirring, K. J. Am. Chem. Soc. 1982, 104, 4978. (b) Baldwin, J. E.; Li, C.-S. J. Chem. Soc., Chem. Commun. 1987, 166. (c) Takano, S.; Iwabuchi, Y.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1988, 1204. (d) Takano, S.; Sugihara, T.; Sotoh, S.; Ogasawara, K. J. Am. Chem. Soc. 1988, 110, 6467. (e) Cooper, J.; Knight, D. W.; Gallagher, P. T. J. Chem. Soc., Perkin Trans. 1 1992, 553. (f) Barco, A.; Benetti, S.; Spalluto, G.; Casolari, A.; Pollini, G. P.; Zanirato, V. J. Org. Chem. 1992, 57, 6279. (g) Takano, S.; Inomata, K.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1992, 169. (h) Hatakeyama, S.; Sugawara, K.; Takano, S. J. Chem. Soc., Chem. Commun. 1993, 125. (i) Yoo, S-e.; Lee, S. H. J. Org. Chem. 1994, 59, 6968. (j) Monn, J. A.; Valli, M. J. J. Org. Chem. 1994, 59, 2773. (k) Bachi, M. D.; Melman, A. Synlett 1996, 60. (l) Bachi, M. D.; Bar-Ner, N.; Melman, A. J. Org. Chem. 1996, 61, 7116. (m) Hanessian, S.; Ninkovic, S. J. Org. Chem. 1996, 61, 5418. (n) Bachi, M. D.; Melman, A. J. Org. Chem. 1997, 62, 1896. (o) Nakada, Y.; Sugahara, T.; Ogasawara, K. Tetrahedron Lett., 1997, 38, 857.
    • (1987) J. Chem. Soc., Chem. Commun. , pp. 166
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    • For some leading references to synthesis of kainic acid, see: (a) Oppolzer, W.; Thirring, K. J. Am. Chem. Soc. 1982, 104, 4978. (b) Baldwin, J. E.; Li, C.-S. J. Chem. Soc., Chem. Commun. 1987, 166. (c) Takano, S.; Iwabuchi, Y.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1988, 1204. (d) Takano, S.; Sugihara, T.; Sotoh, S.; Ogasawara, K. J. Am. Chem. Soc. 1988, 110, 6467. (e) Cooper, J.; Knight, D. W.; Gallagher, P. T. J. Chem. Soc., Perkin Trans. 1 1992, 553. (f) Barco, A.; Benetti, S.; Spalluto, G.; Casolari, A.; Pollini, G. P.; Zanirato, V. J. Org. Chem. 1992, 57, 6279. (g) Takano, S.; Inomata, K.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1992, 169. (h) Hatakeyama, S.; Sugawara, K.; Takano, S. J. Chem. Soc., Chem. Commun. 1993, 125. (i) Yoo, S-e.; Lee, S. H. J. Org. Chem. 1994, 59, 6968. (j) Monn, J. A.; Valli, M. J. J. Org. Chem. 1994, 59, 2773. (k) Bachi, M. D.; Melman, A. Synlett 1996, 60. (l) Bachi, M. D.; Bar-Ner, N.; Melman, A. J. Org. Chem. 1996, 61, 7116. (m) Hanessian, S.; Ninkovic, S. J. Org. Chem. 1996, 61, 5418. (n) Bachi, M. D.; Melman, A. J. Org. Chem. 1997, 62, 1896. (o) Nakada, Y.; Sugahara, T.; Ogasawara, K. Tetrahedron Lett., 1997, 38, 857.
    • (1988) J. Chem. Soc., Chem. Commun. , pp. 1204
    • Takano, S.1    Iwabuchi, Y.2    Ogasawara, K.3
  • 9
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    • For some leading references to synthesis of kainic acid, see: (a) Oppolzer, W.; Thirring, K. J. Am. Chem. Soc. 1982, 104, 4978. (b) Baldwin, J. E.; Li, C.-S. J. Chem. Soc., Chem. Commun. 1987, 166. (c) Takano, S.; Iwabuchi, Y.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1988, 1204. (d) Takano, S.; Sugihara, T.; Sotoh, S.; Ogasawara, K. J. Am. Chem. Soc. 1988, 110, 6467. (e) Cooper, J.; Knight, D. W.; Gallagher, P. T. J. Chem. Soc., Perkin Trans. 1 1992, 553. (f) Barco, A.; Benetti, S.; Spalluto, G.; Casolari, A.; Pollini, G. P.; Zanirato, V. J. Org. Chem. 1992, 57, 6279. (g) Takano, S.; Inomata, K.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1992, 169. (h) Hatakeyama, S.; Sugawara, K.; Takano, S. J. Chem. Soc., Chem. Commun. 1993, 125. (i) Yoo, S-e.; Lee, S. H. J. Org. Chem. 1994, 59, 6968. (j) Monn, J. A.; Valli, M. J. J. Org. Chem. 1994, 59, 2773. (k) Bachi, M. D.; Melman, A. Synlett 1996, 60. (l) Bachi, M. D.; Bar-Ner, N.; Melman, A. J. Org. Chem. 1996, 61, 7116. (m) Hanessian, S.; Ninkovic, S. J. Org. Chem. 1996, 61, 5418. (n) Bachi, M. D.; Melman, A. J. Org. Chem. 1997, 62, 1896. (o) Nakada, Y.; Sugahara, T.; Ogasawara, K. Tetrahedron Lett., 1997, 38, 857.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 6467
    • Takano, S.1    Sugihara, T.2    Sotoh, S.3    Ogasawara, K.4
  • 10
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    • For some leading references to synthesis of kainic acid, see: (a) Oppolzer, W.; Thirring, K. J. Am. Chem. Soc. 1982, 104, 4978. (b) Baldwin, J. E.; Li, C.-S. J. Chem. Soc., Chem. Commun. 1987, 166. (c) Takano, S.; Iwabuchi, Y.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1988, 1204. (d) Takano, S.; Sugihara, T.; Sotoh, S.; Ogasawara, K. J. Am. Chem. Soc. 1988, 110, 6467. (e) Cooper, J.; Knight, D. W.; Gallagher, P. T. J. Chem. Soc., Perkin Trans. 1 1992, 553. (f) Barco, A.; Benetti, S.; Spalluto, G.; Casolari, A.; Pollini, G. P.; Zanirato, V. J. Org. Chem. 1992, 57, 6279. (g) Takano, S.; Inomata, K.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1992, 169. (h) Hatakeyama, S.; Sugawara, K.; Takano, S. J. Chem. Soc., Chem. Commun. 1993, 125. (i) Yoo, S-e.; Lee, S. H. J. Org. Chem. 1994, 59, 6968. (j) Monn, J. A.; Valli, M. J. J. Org. Chem. 1994, 59, 2773. (k) Bachi, M. D.; Melman, A. Synlett 1996, 60. (l) Bachi, M. D.; Bar-Ner, N.; Melman, A. J. Org. Chem. 1996, 61, 7116. (m) Hanessian, S.; Ninkovic, S. J. Org. Chem. 1996, 61, 5418. (n) Bachi, M. D.; Melman, A. J. Org. Chem. 1997, 62, 1896. (o) Nakada, Y.; Sugahara, T.; Ogasawara, K. Tetrahedron Lett., 1997, 38, 857.
    • (1992) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 553
    • Cooper, J.1    Knight, D.W.2    Gallagher, P.T.3
  • 11
    • 0026618606 scopus 로고
    • For some leading references to synthesis of kainic acid, see: (a) Oppolzer, W.; Thirring, K. J. Am. Chem. Soc. 1982, 104, 4978. (b) Baldwin, J. E.; Li, C.-S. J. Chem. Soc., Chem. Commun. 1987, 166. (c) Takano, S.; Iwabuchi, Y.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1988, 1204. (d) Takano, S.; Sugihara, T.; Sotoh, S.; Ogasawara, K. J. Am. Chem. Soc. 1988, 110, 6467. (e) Cooper, J.; Knight, D. W.; Gallagher, P. T. J. Chem. Soc., Perkin Trans. 1 1992, 553. (f) Barco, A.; Benetti, S.; Spalluto, G.; Casolari, A.; Pollini, G. P.; Zanirato, V. J. Org. Chem. 1992, 57, 6279. (g) Takano, S.; Inomata, K.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1992, 169. (h) Hatakeyama, S.; Sugawara, K.; Takano, S. J. Chem. Soc., Chem. Commun. 1993, 125. (i) Yoo, S-e.; Lee, S. H. J. Org. Chem. 1994, 59, 6968. (j) Monn, J. A.; Valli, M. J. J. Org. Chem. 1994, 59, 2773. (k) Bachi, M. D.; Melman, A. Synlett 1996, 60. (l) Bachi, M. D.; Bar-Ner, N.; Melman, A. J. Org. Chem. 1996, 61, 7116. (m) Hanessian, S.; Ninkovic, S. J. Org. Chem. 1996, 61, 5418. (n) Bachi, M. D.; Melman, A. J. Org. Chem. 1997, 62, 1896. (o) Nakada, Y.; Sugahara, T.; Ogasawara, K. Tetrahedron Lett., 1997, 38, 857.
    • (1992) J. Org. Chem. , vol.57 , pp. 6279
    • Barco, A.1    Benetti, S.2    Spalluto, G.3    Casolari, A.4    Pollini, G.P.5    Zanirato, V.6
  • 12
    • 37049072532 scopus 로고
    • For some leading references to synthesis of kainic acid, see: (a) Oppolzer, W.; Thirring, K. J. Am. Chem. Soc. 1982, 104, 4978. (b) Baldwin, J. E.; Li, C.-S. J. Chem. Soc., Chem. Commun. 1987, 166. (c) Takano, S.; Iwabuchi, Y.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1988, 1204. (d) Takano, S.; Sugihara, T.; Sotoh, S.; Ogasawara, K. J. Am. Chem. Soc. 1988, 110, 6467. (e) Cooper, J.; Knight, D. W.; Gallagher, P. T. J. Chem. Soc., Perkin Trans. 1 1992, 553. (f) Barco, A.; Benetti, S.; Spalluto, G.; Casolari, A.; Pollini, G. P.; Zanirato, V. J. Org. Chem. 1992, 57, 6279. (g) Takano, S.; Inomata, K.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1992, 169. (h) Hatakeyama, S.; Sugawara, K.; Takano, S. J. Chem. Soc., Chem. Commun. 1993, 125. (i) Yoo, S-e.; Lee, S. H. J. Org. Chem. 1994, 59, 6968. (j) Monn, J. A.; Valli, M. J. J. Org. Chem. 1994, 59, 2773. (k) Bachi, M. D.; Melman, A. Synlett 1996, 60. (l) Bachi, M. D.; Bar-Ner, N.; Melman, A. J. Org. Chem. 1996, 61, 7116. (m) Hanessian, S.; Ninkovic, S. J. Org. Chem. 1996, 61, 5418. (n) Bachi, M. D.; Melman, A. J. Org. Chem. 1997, 62, 1896. (o) Nakada, Y.; Sugahara, T.; Ogasawara, K. Tetrahedron Lett., 1997, 38, 857.
    • (1992) J. Chem. Soc., Chem. Commun. , pp. 169
    • Takano, S.1    Inomata, K.2    Ogasawara, K.3
  • 13
    • 37049082226 scopus 로고
    • For some leading references to synthesis of kainic acid, see: (a) Oppolzer, W.; Thirring, K. J. Am. Chem. Soc. 1982, 104, 4978. (b) Baldwin, J. E.; Li, C.-S. J. Chem. Soc., Chem. Commun. 1987, 166. (c) Takano, S.; Iwabuchi, Y.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1988, 1204. (d) Takano, S.; Sugihara, T.; Sotoh, S.; Ogasawara, K. J. Am. Chem. Soc. 1988, 110, 6467. (e) Cooper, J.; Knight, D. W.; Gallagher, P. T. J. Chem. Soc., Perkin Trans. 1 1992, 553. (f) Barco, A.; Benetti, S.; Spalluto, G.; Casolari, A.; Pollini, G. P.; Zanirato, V. J. Org. Chem. 1992, 57, 6279. (g) Takano, S.; Inomata, K.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1992, 169. (h) Hatakeyama, S.; Sugawara, K.; Takano, S. J. Chem. Soc., Chem. Commun. 1993, 125. (i) Yoo, S-e.; Lee, S. H. J. Org. Chem. 1994, 59, 6968. (j) Monn, J. A.; Valli, M. J. J. Org. Chem. 1994, 59, 2773. (k) Bachi, M. D.; Melman, A. Synlett 1996, 60. (l) Bachi, M. D.; Bar-Ner, N.; Melman, A. J. Org. Chem. 1996, 61, 7116. (m) Hanessian, S.; Ninkovic, S. J. Org. Chem. 1996, 61, 5418. (n) Bachi, M. D.; Melman, A. J. Org. Chem. 1997, 62, 1896. (o) Nakada, Y.; Sugahara, T.; Ogasawara, K. Tetrahedron Lett., 1997, 38, 857.
    • (1993) J. Chem. Soc., Chem. Commun. , pp. 125
    • Hatakeyama, S.1    Sugawara, K.2    Takano, S.3
  • 14
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    • For some leading references to synthesis of kainic acid, see: (a) Oppolzer, W.; Thirring, K. J. Am. Chem. Soc. 1982, 104, 4978. (b) Baldwin, J. E.; Li, C.-S. J. Chem. Soc., Chem. Commun. 1987, 166. (c) Takano, S.; Iwabuchi, Y.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1988, 1204. (d) Takano, S.; Sugihara, T.; Sotoh, S.; Ogasawara, K. J. Am. Chem. Soc. 1988, 110, 6467. (e) Cooper, J.; Knight, D. W.; Gallagher, P. T. J. Chem. Soc., Perkin Trans. 1 1992, 553. (f) Barco, A.; Benetti, S.; Spalluto, G.; Casolari, A.; Pollini, G. P.; Zanirato, V. J. Org. Chem. 1992, 57, 6279. (g) Takano, S.; Inomata, K.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1992, 169. (h) Hatakeyama, S.; Sugawara, K.; Takano, S. J. Chem. Soc., Chem. Commun. 1993, 125. (i) Yoo, S-e.; Lee, S. H. J. Org. Chem. 1994, 59, 6968. (j) Monn, J. A.; Valli, M. J. J. Org. Chem. 1994, 59, 2773. (k) Bachi, M. D.; Melman, A. Synlett 1996, 60. (l) Bachi, M. D.; Bar-Ner, N.; Melman, A. J. Org. Chem. 1996, 61, 7116. (m) Hanessian, S.; Ninkovic, S. J. Org. Chem. 1996, 61, 5418. (n) Bachi, M. D.; Melman, A. J. Org. Chem. 1997, 62, 1896. (o) Nakada, Y.; Sugahara, T.; Ogasawara, K. Tetrahedron Lett., 1997, 38, 857.
    • (1994) J. Org. Chem. , vol.59 , pp. 6968
    • Yoo, S.-E.1    Lee, S.H.2
  • 15
    • 0000191714 scopus 로고
    • For some leading references to synthesis of kainic acid, see: (a) Oppolzer, W.; Thirring, K. J. Am. Chem. Soc. 1982, 104, 4978. (b) Baldwin, J. E.; Li, C.-S. J. Chem. Soc., Chem. Commun. 1987, 166. (c) Takano, S.; Iwabuchi, Y.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1988, 1204. (d) Takano, S.; Sugihara, T.; Sotoh, S.; Ogasawara, K. J. Am. Chem. Soc. 1988, 110, 6467. (e) Cooper, J.; Knight, D. W.; Gallagher, P. T. J. Chem. Soc., Perkin Trans. 1 1992, 553. (f) Barco, A.; Benetti, S.; Spalluto, G.; Casolari, A.; Pollini, G. P.; Zanirato, V. J. Org. Chem. 1992, 57, 6279. (g) Takano, S.; Inomata, K.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1992, 169. (h) Hatakeyama, S.; Sugawara, K.; Takano, S. J. Chem. Soc., Chem. Commun. 1993, 125. (i) Yoo, S-e.; Lee, S. H. J. Org. Chem. 1994, 59, 6968. (j) Monn, J. A.; Valli, M. J. J. Org. Chem. 1994, 59, 2773. (k) Bachi, M. D.; Melman, A. Synlett 1996, 60. (l) Bachi, M. D.; Bar-Ner, N.; Melman, A. J. Org. Chem. 1996, 61, 7116. (m) Hanessian, S.; Ninkovic, S. J. Org. Chem. 1996, 61, 5418. (n) Bachi, M. D.; Melman, A. J. Org. Chem. 1997, 62, 1896. (o) Nakada, Y.; Sugahara, T.; Ogasawara, K. Tetrahedron Lett., 1997, 38, 857.
    • (1994) J. Org. Chem. , vol.59 , pp. 2773
    • Monn, J.A.1    Valli, M.J.2
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    • 0001876925 scopus 로고    scopus 로고
    • For some leading references to synthesis of kainic acid, see: (a) Oppolzer, W.; Thirring, K. J. Am. Chem. Soc. 1982, 104, 4978. (b) Baldwin, J. E.; Li, C.-S. J. Chem. Soc., Chem. Commun. 1987, 166. (c) Takano, S.; Iwabuchi, Y.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1988, 1204. (d) Takano, S.; Sugihara, T.; Sotoh, S.; Ogasawara, K. J. Am. Chem. Soc. 1988, 110, 6467. (e) Cooper, J.; Knight, D. W.; Gallagher, P. T. J. Chem. Soc., Perkin Trans. 1 1992, 553. (f) Barco, A.; Benetti, S.; Spalluto, G.; Casolari, A.; Pollini, G. P.; Zanirato, V. J. Org. Chem. 1992, 57, 6279. (g) Takano, S.; Inomata, K.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1992, 169. (h) Hatakeyama, S.; Sugawara, K.; Takano, S. J. Chem. Soc., Chem. Commun. 1993, 125. (i) Yoo, S-e.; Lee, S. H. J. Org. Chem. 1994, 59, 6968. (j) Monn, J. A.; Valli, M. J. J. Org. Chem. 1994, 59, 2773. (k) Bachi, M. D.; Melman, A. Synlett 1996, 60. (l) Bachi, M. D.; Bar-Ner, N.; Melman, A. J. Org. Chem. 1996, 61, 7116. (m) Hanessian, S.; Ninkovic, S. J. Org. Chem. 1996, 61, 5418. (n) Bachi, M. D.; Melman, A. J. Org. Chem. 1997, 62, 1896. (o) Nakada, Y.; Sugahara, T.; Ogasawara, K. Tetrahedron Lett., 1997, 38, 857.
    • (1996) Synlett , pp. 60
    • Bachi, M.D.1    Melman, A.2
  • 17
    • 0029841417 scopus 로고    scopus 로고
    • For some leading references to synthesis of kainic acid, see: (a) Oppolzer, W.; Thirring, K. J. Am. Chem. Soc. 1982, 104, 4978. (b) Baldwin, J. E.; Li, C.-S. J. Chem. Soc., Chem. Commun. 1987, 166. (c) Takano, S.; Iwabuchi, Y.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1988, 1204. (d) Takano, S.; Sugihara, T.; Sotoh, S.; Ogasawara, K. J. Am. Chem. Soc. 1988, 110, 6467. (e) Cooper, J.; Knight, D. W.; Gallagher, P. T. J. Chem. Soc., Perkin Trans. 1 1992, 553. (f) Barco, A.; Benetti, S.; Spalluto, G.; Casolari, A.; Pollini, G. P.; Zanirato, V. J. Org. Chem. 1992, 57, 6279. (g) Takano, S.; Inomata, K.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1992, 169. (h) Hatakeyama, S.; Sugawara, K.; Takano, S. J. Chem. Soc., Chem. Commun. 1993, 125. (i) Yoo, S-e.; Lee, S. H. J. Org. Chem. 1994, 59, 6968. (j) Monn, J. A.; Valli, M. J. J. Org. Chem. 1994, 59, 2773. (k) Bachi, M. D.; Melman, A. Synlett 1996, 60. (l) Bachi, M. D.; Bar-Ner, N.; Melman, A. J. Org. Chem. 1996, 61, 7116. (m) Hanessian, S.; Ninkovic, S. J. Org. Chem. 1996, 61, 5418. (n) Bachi, M. D.; Melman, A. J. Org. Chem. 1997, 62, 1896. (o) Nakada, Y.; Sugahara, T.; Ogasawara, K. Tetrahedron Lett., 1997, 38, 857.
    • (1996) J. Org. Chem. , vol.61 , pp. 7116
    • Bachi, M.D.1    Bar-Ner, N.2    Melman, A.3
  • 18
    • 0029767411 scopus 로고    scopus 로고
    • For some leading references to synthesis of kainic acid, see: (a) Oppolzer, W.; Thirring, K. J. Am. Chem. Soc. 1982, 104, 4978. (b) Baldwin, J. E.; Li, C.-S. J. Chem. Soc., Chem. Commun. 1987, 166. (c) Takano, S.; Iwabuchi, Y.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1988, 1204. (d) Takano, S.; Sugihara, T.; Sotoh, S.; Ogasawara, K. J. Am. Chem. Soc. 1988, 110, 6467. (e) Cooper, J.; Knight, D. W.; Gallagher, P. T. J. Chem. Soc., Perkin Trans. 1 1992, 553. (f) Barco, A.; Benetti, S.; Spalluto, G.; Casolari, A.; Pollini, G. P.; Zanirato, V. J. Org. Chem. 1992, 57, 6279. (g) Takano, S.; Inomata, K.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1992, 169. (h) Hatakeyama, S.; Sugawara, K.; Takano, S. J. Chem. Soc., Chem. Commun. 1993, 125. (i) Yoo, S-e.; Lee, S. H. J. Org. Chem. 1994, 59, 6968. (j) Monn, J. A.; Valli, M. J. J. Org. Chem. 1994, 59, 2773. (k) Bachi, M. D.; Melman, A. Synlett 1996, 60. (l) Bachi, M. D.; Bar-Ner, N.; Melman, A. J. Org. Chem. 1996, 61, 7116. (m) Hanessian, S.; Ninkovic, S. J. Org. Chem. 1996, 61, 5418. (n) Bachi, M. D.; Melman, A. J. Org. Chem. 1997, 62, 1896. (o) Nakada, Y.; Sugahara, T.; Ogasawara, K. Tetrahedron Lett., 1997, 38, 857.
    • (1996) J. Org. Chem. , vol.61 , pp. 5418
    • Hanessian, S.1    Ninkovic, S.2
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    • For some leading references to synthesis of kainic acid, see: (a) Oppolzer, W.; Thirring, K. J. Am. Chem. Soc. 1982, 104, 4978. (b) Baldwin, J. E.; Li, C.-S. J. Chem. Soc., Chem. Commun. 1987, 166. (c) Takano, S.; Iwabuchi, Y.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1988, 1204. (d) Takano, S.; Sugihara, T.; Sotoh, S.; Ogasawara, K. J. Am. Chem. Soc. 1988, 110, 6467. (e) Cooper, J.; Knight, D. W.; Gallagher, P. T. J. Chem. Soc., Perkin Trans. 1 1992, 553. (f) Barco, A.; Benetti, S.; Spalluto, G.; Casolari, A.; Pollini, G. P.; Zanirato, V. J. Org. Chem. 1992, 57, 6279. (g) Takano, S.; Inomata, K.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1992, 169. (h) Hatakeyama, S.; Sugawara, K.; Takano, S. J. Chem. Soc., Chem. Commun. 1993, 125. (i) Yoo, S-e.; Lee, S. H. J. Org. Chem. 1994, 59, 6968. (j) Monn, J. A.; Valli, M. J. J. Org. Chem. 1994, 59, 2773. (k) Bachi, M. D.; Melman, A. Synlett 1996, 60. (l) Bachi, M. D.; Bar-Ner, N.; Melman, A. J. Org. Chem. 1996, 61, 7116. (m) Hanessian, S.; Ninkovic, S. J. Org. Chem. 1996, 61, 5418. (n) Bachi, M. D.; Melman, A. J. Org. Chem. 1997, 62, 1896. (o) Nakada, Y.; Sugahara, T.; Ogasawara, K. Tetrahedron Lett., 1997, 38, 857.
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    • Bachi, M.D.1    Melman, A.2
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    • For some leading references to synthesis of kainic acid, see: (a) Oppolzer, W.; Thirring, K. J. Am. Chem. Soc. 1982, 104, 4978. (b) Baldwin, J. E.; Li, C.-S. J. Chem. Soc., Chem. Commun. 1987, 166. (c) Takano, S.; Iwabuchi, Y.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1988, 1204. (d) Takano, S.; Sugihara, T.; Sotoh, S.; Ogasawara, K. J. Am. Chem. Soc. 1988, 110, 6467. (e) Cooper, J.; Knight, D. W.; Gallagher, P. T. J. Chem. Soc., Perkin Trans. 1 1992, 553. (f) Barco, A.; Benetti, S.; Spalluto, G.; Casolari, A.; Pollini, G. P.; Zanirato, V. J. Org. Chem. 1992, 57, 6279. (g) Takano, S.; Inomata, K.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1992, 169. (h) Hatakeyama, S.; Sugawara, K.; Takano, S. J. Chem. Soc., Chem. Commun. 1993, 125. (i) Yoo, S-e.; Lee, S. H. J. Org. Chem. 1994, 59, 6968. (j) Monn, J. A.; Valli, M. J. J. Org. Chem. 1994, 59, 2773. (k) Bachi, M. D.; Melman, A. Synlett 1996, 60. (l) Bachi, M. D.; Bar-Ner, N.; Melman, A. J. Org. Chem. 1996, 61, 7116. (m) Hanessian, S.; Ninkovic, S. J. Org. Chem. 1996, 61, 5418. (n) Bachi, M. D.; Melman, A. J. Org. Chem. 1997, 62, 1896. (o) Nakada, Y.; Sugahara, T.; Ogasawara, K. Tetrahedron Lett., 1997, 38, 857.
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    • Nakada, Y.1    Sugahara, T.2    Ogasawara, K.3
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    • For reviews see: Synthesis of Optically Active α-Amino Acids: Williams, R. M., Ed.; Pergamon Press: New York, 1989; p 305. Parsons, A. F. Tetrahedron 1996, 52, 4145.
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    • Williams, R.M.1
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    • note
    • 5α, indicating that they are on the same face of the molecule.
  • 57
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    • note
    • 4. chemical equation presented.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.