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Volumn 63, Issue 17, 1998, Pages 5863-5868

Total synthesis of uvaricin

Author keywords

[No Author keywords available]

Indexed keywords

ACETOGENIN; CARBON; MESYLIC ACID; OXYGEN; UNCLASSIFIED DRUG; UVARICIN;

EID: 0032555397     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo980453a     Document Type: Article
Times cited : (57)

References (43)
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    • For total synthesis of Annonaceous acetogenins by other groups, see: (a) ref 11. (b) Hoye, T. R.; Hanson, P. R. Tetrahedron Lett. 1993, 34, 5043. (c) Tam, V. T.; Chaboche, C.; Figadere, B.; Chappe, B.; Hieu, B. C.; Cavé, A. Tetrahedron Lett. 1994, 35, 883. (d) Trost, B. M.; Shi, Z. P. J. Am. Chem. Soc. 1994, 116, 7459. (e) Koert, U. Tetrahedron Lett. 1994, 35, 2517. (f) Yao Z. J.; Wu, Y. L. Tetrahedron lett. 1994, 35, 157. (g) Makabe, H.; Tanaka, A.; Oritani, T. J. Chem. Soc., Perkin Trans. 1 1994, 1975. (h) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Biosci. Biotech. Biochem. 1995, 59, 2355. (i) Hoye, T. R.; Tan, L. Tetrahedron lett. 1995, 36, 1981. (j) Yao Z. J.; Wu, Y. L. J. Org. Chem. 1995, 60, 1170. (k) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J. Org. Chem. 1995, 60, 4419. (l) Hoye, T. R.; Ye, Z. J. Am. Chem. Soc. 1996, 118, 1801. (m) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron Lett. 1996, 37, 5393. (n) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron, 1996, 52, 9399. (o) Franck, X.; Figadere, B.; Cav́e, A. Tetrahedron Lett. 1996, 37, 1593. (p) Marshall, J. A.; Chen, M. J. Org. Chem. 1997, 62, 5996. (q) Marshall, J. A.; Hinkle, K. W. J. Org. Chem. 1997, 62, 5989. (r) Trost, B. M. Calkins, T. L.; Bochet, C. G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2632. (s) Marshall, J. A.; Hinkle, K. W. Tetrahedron Lett. 1998, 39, 1303. (t) Marshall, J. A.; Jiang, H. J. Tetrahedron Lett. 1998, 39, 1493.
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    • (1994) Tetrahedron Lett. , vol.35 , pp. 2517
    • Koert, U.1
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    • For total synthesis of Annonaceous acetogenins by other groups, see: (a) ref 11. (b) Hoye, T. R.; Hanson, P. R. Tetrahedron Lett. 1993, 34, 5043. (c) Tam, V. T.; Chaboche, C.; Figadere, B.; Chappe, B.; Hieu, B. C.; Cavé, A. Tetrahedron Lett. 1994, 35, 883. (d) Trost, B. M.; Shi, Z. P. J. Am. Chem. Soc. 1994, 116, 7459. (e) Koert, U. Tetrahedron Lett. 1994, 35, 2517. (f) Yao Z. J.; Wu, Y. L. Tetrahedron lett. 1994, 35, 157. (g) Makabe, H.; Tanaka, A.; Oritani, T. J. Chem. Soc., Perkin Trans. 1 1994, 1975. (h) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Biosci. Biotech. Biochem. 1995, 59, 2355. (i) Hoye, T. R.; Tan, L. Tetrahedron lett. 1995, 36, 1981. (j) Yao Z. J.; Wu, Y. L. J. Org. Chem. 1995, 60, 1170. (k) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J. Org. Chem. 1995, 60, 4419. (l) Hoye, T. R.; Ye, Z. J. Am. Chem. Soc. 1996, 118, 1801. (m) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron Lett. 1996, 37, 5393. (n) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron, 1996, 52, 9399. (o) Franck, X.; Figadere, B.; Cav́e, A. Tetrahedron Lett. 1996, 37, 1593. (p) Marshall, J. A.; Chen, M. J. Org. Chem. 1997, 62, 5996. (q) Marshall, J. A.; Hinkle, K. W. J. Org. Chem. 1997, 62, 5989. (r) Trost, B. M. Calkins, T. L.; Bochet, C. G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2632. (s) Marshall, J. A.; Hinkle, K. W. Tetrahedron Lett. 1998, 39, 1303. (t) Marshall, J. A.; Jiang, H. J. Tetrahedron Lett. 1998, 39, 1493.
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    • For total synthesis of Annonaceous acetogenins by other groups, see: (a) ref 11. (b) Hoye, T. R.; Hanson, P. R. Tetrahedron Lett. 1993, 34, 5043. (c) Tam, V. T.; Chaboche, C.; Figadere, B.; Chappe, B.; Hieu, B. C.; Cavé, A. Tetrahedron Lett. 1994, 35, 883. (d) Trost, B. M.; Shi, Z. P. J. Am. Chem. Soc. 1994, 116, 7459. (e) Koert, U. Tetrahedron Lett. 1994, 35, 2517. (f) Yao Z. J.; Wu, Y. L. Tetrahedron lett. 1994, 35, 157. (g) Makabe, H.; Tanaka, A.; Oritani, T. J. Chem. Soc., Perkin Trans. 1 1994, 1975. (h) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Biosci. Biotech. Biochem. 1995, 59, 2355. (i) Hoye, T. R.; Tan, L. Tetrahedron lett. 1995, 36, 1981. (j) Yao Z. J.; Wu, Y. L. J. Org. Chem. 1995, 60, 1170. (k) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J. Org. Chem. 1995, 60, 4419. (l) Hoye, T. R.; Ye, Z. J. Am. Chem. Soc. 1996, 118, 1801. (m) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron Lett. 1996, 37, 5393. (n) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron, 1996, 52, 9399. (o) Franck, X.; Figadere, B.; Cav́e, A. Tetrahedron Lett. 1996, 37, 1593. (p) Marshall, J. A.; Chen, M. J. Org. Chem. 1997, 62, 5996. (q) Marshall, J. A.; Hinkle, K. W. J. Org. Chem. 1997, 62, 5989. (r) Trost, B. M. Calkins, T. L.; Bochet, C. G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2632. (s) Marshall, J. A.; Hinkle, K. W. Tetrahedron Lett. 1998, 39, 1303. (t) Marshall, J. A.; Jiang, H. J. Tetrahedron Lett. 1998, 39, 1493.
    • (1995) Biosci. Biotech. Biochem. , vol.59 , pp. 2355
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    • For total synthesis of Annonaceous acetogenins by other groups, see: (a) ref 11. (b) Hoye, T. R.; Hanson, P. R. Tetrahedron Lett. 1993, 34, 5043. (c) Tam, V. T.; Chaboche, C.; Figadere, B.; Chappe, B.; Hieu, B. C.; Cavé, A. Tetrahedron Lett. 1994, 35, 883. (d) Trost, B. M.; Shi, Z. P. J. Am. Chem. Soc. 1994, 116, 7459. (e) Koert, U. Tetrahedron Lett. 1994, 35, 2517. (f) Yao Z. J.; Wu, Y. L. Tetrahedron lett. 1994, 35, 157. (g) Makabe, H.; Tanaka, A.; Oritani, T. J. Chem. Soc., Perkin Trans. 1 1994, 1975. (h) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Biosci. Biotech. Biochem. 1995, 59, 2355. (i) Hoye, T. R.; Tan, L. Tetrahedron lett. 1995, 36, 1981. (j) Yao Z. J.; Wu, Y. L. J. Org. Chem. 1995, 60, 1170. (k) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J. Org. Chem. 1995, 60, 4419. (l) Hoye, T. R.; Ye, Z. J. Am. Chem. Soc. 1996, 118, 1801. (m) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron Lett. 1996, 37, 5393. (n) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron, 1996, 52, 9399. (o) Franck, X.; Figadere, B.; Cav́e, A. Tetrahedron Lett. 1996, 37, 1593. (p) Marshall, J. A.; Chen, M. J. Org. Chem. 1997, 62, 5996. (q) Marshall, J. A.; Hinkle, K. W. J. Org. Chem. 1997, 62, 5989. (r) Trost, B. M. Calkins, T. L.; Bochet, C. G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2632. (s) Marshall, J. A.; Hinkle, K. W. Tetrahedron Lett. 1998, 39, 1303. (t) Marshall, J. A.; Jiang, H. J. Tetrahedron Lett. 1998, 39, 1493.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 1981
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    • For total synthesis of Annonaceous acetogenins by other groups, see: (a) ref 11. (b) Hoye, T. R.; Hanson, P. R. Tetrahedron Lett. 1993, 34, 5043. (c) Tam, V. T.; Chaboche, C.; Figadere, B.; Chappe, B.; Hieu, B. C.; Cavé, A. Tetrahedron Lett. 1994, 35, 883. (d) Trost, B. M.; Shi, Z. P. J. Am. Chem. Soc. 1994, 116, 7459. (e) Koert, U. Tetrahedron Lett. 1994, 35, 2517. (f) Yao Z. J.; Wu, Y. L. Tetrahedron lett. 1994, 35, 157. (g) Makabe, H.; Tanaka, A.; Oritani, T. J. Chem. Soc., Perkin Trans. 1 1994, 1975. (h) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Biosci. Biotech. Biochem. 1995, 59, 2355. (i) Hoye, T. R.; Tan, L. Tetrahedron lett. 1995, 36, 1981. (j) Yao Z. J.; Wu, Y. L. J. Org. Chem. 1995, 60, 1170. (k) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J. Org. Chem. 1995, 60, 4419. (l) Hoye, T. R.; Ye, Z. J. Am. Chem. Soc. 1996, 118, 1801. (m) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron Lett. 1996, 37, 5393. (n) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron, 1996, 52, 9399. (o) Franck, X.; Figadere, B.; Cav́e, A. Tetrahedron Lett. 1996, 37, 1593. (p) Marshall, J. A.; Chen, M. J. Org. Chem. 1997, 62, 5996. (q) Marshall, J. A.; Hinkle, K. W. J. Org. Chem. 1997, 62, 5989. (r) Trost, B. M. Calkins, T. L.; Bochet, C. G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2632. (s) Marshall, J. A.; Hinkle, K. W. Tetrahedron Lett. 1998, 39, 1303. (t) Marshall, J. A.; Jiang, H. J. Tetrahedron Lett. 1998, 39, 1493.
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    • For total synthesis of Annonaceous acetogenins by other groups, see: (a) ref 11. (b) Hoye, T. R.; Hanson, P. R. Tetrahedron Lett. 1993, 34, 5043. (c) Tam, V. T.; Chaboche, C.; Figadere, B.; Chappe, B.; Hieu, B. C.; Cavé, A. Tetrahedron Lett. 1994, 35, 883. (d) Trost, B. M.; Shi, Z. P. J. Am. Chem. Soc. 1994, 116, 7459. (e) Koert, U. Tetrahedron Lett. 1994, 35, 2517. (f) Yao Z. J.; Wu, Y. L. Tetrahedron lett. 1994, 35, 157. (g) Makabe, H.; Tanaka, A.; Oritani, T. J. Chem. Soc., Perkin Trans. 1 1994, 1975. (h) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Biosci. Biotech. Biochem. 1995, 59, 2355. (i) Hoye, T. R.; Tan, L. Tetrahedron lett. 1995, 36, 1981. (j) Yao Z. J.; Wu, Y. L. J. Org. Chem. 1995, 60, 1170. (k) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J. Org. Chem. 1995, 60, 4419. (l) Hoye, T. R.; Ye, Z. J. Am. Chem. Soc. 1996, 118, 1801. (m) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron Lett. 1996, 37, 5393. (n) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron, 1996, 52, 9399. (o) Franck, X.; Figadere, B.; Cav́e, A. Tetrahedron Lett. 1996, 37, 1593. (p) Marshall, J. A.; Chen, M. J. Org. Chem. 1997, 62, 5996. (q) Marshall, J. A.; Hinkle, K. W. J. Org. Chem. 1997, 62, 5989. (r) Trost, B. M. Calkins, T. L.; Bochet, C. G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2632. (s) Marshall, J. A.; Hinkle, K. W. Tetrahedron Lett. 1998, 39, 1303. (t) Marshall, J. A.; Jiang, H. J. Tetrahedron Lett. 1998, 39, 1493.
    • (1995) J. Org. Chem. , vol.60 , pp. 4419
    • Naito, H.1    Kawahara, E.2    Maruta, K.3    Maeda, M.4    Sasaki, S.5
  • 18
    • 0029923916 scopus 로고    scopus 로고
    • For total synthesis of Annonaceous acetogenins by other groups, see: (a) ref 11. (b) Hoye, T. R.; Hanson, P. R. Tetrahedron Lett. 1993, 34, 5043. (c) Tam, V. T.; Chaboche, C.; Figadere, B.; Chappe, B.; Hieu, B. C.; Cavé, A. Tetrahedron Lett. 1994, 35, 883. (d) Trost, B. M.; Shi, Z. P. J. Am. Chem. Soc. 1994, 116, 7459. (e) Koert, U. Tetrahedron Lett. 1994, 35, 2517. (f) Yao Z. J.; Wu, Y. L. Tetrahedron lett. 1994, 35, 157. (g) Makabe, H.; Tanaka, A.; Oritani, T. J. Chem. Soc., Perkin Trans. 1 1994, 1975. (h) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Biosci. Biotech. Biochem. 1995, 59, 2355. (i) Hoye, T. R.; Tan, L. Tetrahedron lett. 1995, 36, 1981. (j) Yao Z. J.; Wu, Y. L. J. Org. Chem. 1995, 60, 1170. (k) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J. Org. Chem. 1995, 60, 4419. (l) Hoye, T. R.; Ye, Z. J. Am. Chem. Soc. 1996, 118, 1801. (m) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron Lett. 1996, 37, 5393. (n) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron, 1996, 52, 9399. (o) Franck, X.; Figadere, B.; Cav́e, A. Tetrahedron Lett. 1996, 37, 1593. (p) Marshall, J. A.; Chen, M. J. Org. Chem. 1997, 62, 5996. (q) Marshall, J. A.; Hinkle, K. W. J. Org. Chem. 1997, 62, 5989. (r) Trost, B. M. Calkins, T. L.; Bochet, C. G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2632. (s) Marshall, J. A.; Hinkle, K. W. Tetrahedron Lett. 1998, 39, 1303. (t) Marshall, J. A.; Jiang, H. J. Tetrahedron Lett. 1998, 39, 1493.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 1801
    • Hoye, T.R.1    Ye, Z.2
  • 19
    • 0030598065 scopus 로고    scopus 로고
    • For total synthesis of Annonaceous acetogenins by other groups, see: (a) ref 11. (b) Hoye, T. R.; Hanson, P. R. Tetrahedron Lett. 1993, 34, 5043. (c) Tam, V. T.; Chaboche, C.; Figadere, B.; Chappe, B.; Hieu, B. C.; Cavé, A. Tetrahedron Lett. 1994, 35, 883. (d) Trost, B. M.; Shi, Z. P. J. Am. Chem. Soc. 1994, 116, 7459. (e) Koert, U. Tetrahedron Lett. 1994, 35, 2517. (f) Yao Z. J.; Wu, Y. L. Tetrahedron lett. 1994, 35, 157. (g) Makabe, H.; Tanaka, A.; Oritani, T. J. Chem. Soc., Perkin Trans. 1 1994, 1975. (h) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Biosci. Biotech. Biochem. 1995, 59, 2355. (i) Hoye, T. R.; Tan, L. Tetrahedron lett. 1995, 36, 1981. (j) Yao Z. J.; Wu, Y. L. J. Org. Chem. 1995, 60, 1170. (k) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J. Org. Chem. 1995, 60, 4419. (l) Hoye, T. R.; Ye, Z. J. Am. Chem. Soc. 1996, 118, 1801. (m) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron Lett. 1996, 37, 5393. (n) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron, 1996, 52, 9399. (o) Franck, X.; Figadere, B.; Cav́e, A. Tetrahedron Lett. 1996, 37, 1593. (p) Marshall, J. A.; Chen, M. J. Org. Chem. 1997, 62, 5996. (q) Marshall, J. A.; Hinkle, K. W. J. Org. Chem. 1997, 62, 5989. (r) Trost, B. M. Calkins, T. L.; Bochet, C. G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2632. (s) Marshall, J. A.; Hinkle, K. W. Tetrahedron Lett. 1998, 39, 1303. (t) Marshall, J. A.; Jiang, H. J. Tetrahedron Lett. 1998, 39, 1493.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 5393
    • Konno, H.1    Makabe, H.2    Tanaka, A.3    Oritani, T.4
  • 20
    • 0030575419 scopus 로고    scopus 로고
    • For total synthesis of Annonaceous acetogenins by other groups, see: (a) ref 11. (b) Hoye, T. R.; Hanson, P. R. Tetrahedron Lett. 1993, 34, 5043. (c) Tam, V. T.; Chaboche, C.; Figadere, B.; Chappe, B.; Hieu, B. C.; Cavé, A. Tetrahedron Lett. 1994, 35, 883. (d) Trost, B. M.; Shi, Z. P. J. Am. Chem. Soc. 1994, 116, 7459. (e) Koert, U. Tetrahedron Lett. 1994, 35, 2517. (f) Yao Z. J.; Wu, Y. L. Tetrahedron lett. 1994, 35, 157. (g) Makabe, H.; Tanaka, A.; Oritani, T. J. Chem. Soc., Perkin Trans. 1 1994, 1975. (h) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Biosci. Biotech. Biochem. 1995, 59, 2355. (i) Hoye, T. R.; Tan, L. Tetrahedron lett. 1995, 36, 1981. (j) Yao Z. J.; Wu, Y. L. J. Org. Chem. 1995, 60, 1170. (k) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J. Org. Chem. 1995, 60, 4419. (l) Hoye, T. R.; Ye, Z. J. Am. Chem. Soc. 1996, 118, 1801. (m) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron Lett. 1996, 37, 5393. (n) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron, 1996, 52, 9399. (o) Franck, X.; Figadere, B.; Cav́e, A. Tetrahedron Lett. 1996, 37, 1593. (p) Marshall, J. A.; Chen, M. J. Org. Chem. 1997, 62, 5996. (q) Marshall, J. A.; Hinkle, K. W. J. Org. Chem. 1997, 62, 5989. (r) Trost, B. M. Calkins, T. L.; Bochet, C. G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2632. (s) Marshall, J. A.; Hinkle, K. W. Tetrahedron Lett. 1998, 39, 1303. (t) Marshall, J. A.; Jiang, H. J. Tetrahedron Lett. 1998, 39, 1493.
    • (1996) Tetrahedron , vol.52 , pp. 9399
    • Konno, H.1    Makabe, H.2    Tanaka, A.3    Oritani, T.4
  • 21
    • 18544399349 scopus 로고    scopus 로고
    • For total synthesis of Annonaceous acetogenins by other groups, see: (a) ref 11. (b) Hoye, T. R.; Hanson, P. R. Tetrahedron Lett. 1993, 34, 5043. (c) Tam, V. T.; Chaboche, C.; Figadere, B.; Chappe, B.; Hieu, B. C.; Cavé, A. Tetrahedron Lett. 1994, 35, 883. (d) Trost, B. M.; Shi, Z. P. J. Am. Chem. Soc. 1994, 116, 7459. (e) Koert, U. Tetrahedron Lett. 1994, 35, 2517. (f) Yao Z. J.; Wu, Y. L. Tetrahedron lett. 1994, 35, 157. (g) Makabe, H.; Tanaka, A.; Oritani, T. J. Chem. Soc., Perkin Trans. 1 1994, 1975. (h) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Biosci. Biotech. Biochem. 1995, 59, 2355. (i) Hoye, T. R.; Tan, L. Tetrahedron lett. 1995, 36, 1981. (j) Yao Z. J.; Wu, Y. L. J. Org. Chem. 1995, 60, 1170. (k) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J. Org. Chem. 1995, 60, 4419. (l) Hoye, T. R.; Ye, Z. J. Am. Chem. Soc. 1996, 118, 1801. (m) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron Lett. 1996, 37, 5393. (n) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron, 1996, 52, 9399. (o) Franck, X.; Figadere, B.; Cav́e, A. Tetrahedron Lett. 1996, 37, 1593. (p) Marshall, J. A.; Chen, M. J. Org. Chem. 1997, 62, 5996. (q) Marshall, J. A.; Hinkle, K. W. J. Org. Chem. 1997, 62, 5989. (r) Trost, B. M. Calkins, T. L.; Bochet, C. G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2632. (s) Marshall, J. A.; Hinkle, K. W. Tetrahedron Lett. 1998, 39, 1303. (t) Marshall, J. A.; Jiang, H. J. Tetrahedron Lett. 1998, 39, 1493.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 1593
    • Franck, X.1    Figadere, B.2    Cav́e, A.3
  • 22
    • 0030760490 scopus 로고    scopus 로고
    • For total synthesis of Annonaceous acetogenins by other groups, see: (a) ref 11. (b) Hoye, T. R.; Hanson, P. R. Tetrahedron Lett. 1993, 34, 5043. (c) Tam, V. T.; Chaboche, C.; Figadere, B.; Chappe, B.; Hieu, B. C.; Cavé, A. Tetrahedron Lett. 1994, 35, 883. (d) Trost, B. M.; Shi, Z. P. J. Am. Chem. Soc. 1994, 116, 7459. (e) Koert, U. Tetrahedron Lett. 1994, 35, 2517. (f) Yao Z. J.; Wu, Y. L. Tetrahedron lett. 1994, 35, 157. (g) Makabe, H.; Tanaka, A.; Oritani, T. J. Chem. Soc., Perkin Trans. 1 1994, 1975. (h) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Biosci. Biotech. Biochem. 1995, 59, 2355. (i) Hoye, T. R.; Tan, L. Tetrahedron lett. 1995, 36, 1981. (j) Yao Z. J.; Wu, Y. L. J. Org. Chem. 1995, 60, 1170. (k) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J. Org. Chem. 1995, 60, 4419. (l) Hoye, T. R.; Ye, Z. J. Am. Chem. Soc. 1996, 118, 1801. (m) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron Lett. 1996, 37, 5393. (n) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron, 1996, 52, 9399. (o) Franck, X.; Figadere, B.; Cav́e, A. Tetrahedron Lett. 1996, 37, 1593. (p) Marshall, J. A.; Chen, M. J. Org. Chem. 1997, 62, 5996. (q) Marshall, J. A.; Hinkle, K. W. J. Org. Chem. 1997, 62, 5989. (r) Trost, B. M. Calkins, T. L.; Bochet, C. G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2632. (s) Marshall, J. A.; Hinkle, K. W. Tetrahedron Lett. 1998, 39, 1303. (t) Marshall, J. A.; Jiang, H. J. Tetrahedron Lett. 1998, 39, 1493.
    • (1997) J. Org. Chem. , vol.62 , pp. 5996
    • Marshall, J.A.1    Chen, M.2
  • 23
    • 0030821863 scopus 로고    scopus 로고
    • For total synthesis of Annonaceous acetogenins by other groups, see: (a) ref 11. (b) Hoye, T. R.; Hanson, P. R. Tetrahedron Lett. 1993, 34, 5043. (c) Tam, V. T.; Chaboche, C.; Figadere, B.; Chappe, B.; Hieu, B. C.; Cavé, A. Tetrahedron Lett. 1994, 35, 883. (d) Trost, B. M.; Shi, Z. P. J. Am. Chem. Soc. 1994, 116, 7459. (e) Koert, U. Tetrahedron Lett. 1994, 35, 2517. (f) Yao Z. J.; Wu, Y. L. Tetrahedron lett. 1994, 35, 157. (g) Makabe, H.; Tanaka, A.; Oritani, T. J. Chem. Soc., Perkin Trans. 1 1994, 1975. (h) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Biosci. Biotech. Biochem. 1995, 59, 2355. (i) Hoye, T. R.; Tan, L. Tetrahedron lett. 1995, 36, 1981. (j) Yao Z. J.; Wu, Y. L. J. Org. Chem. 1995, 60, 1170. (k) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J. Org. Chem. 1995, 60, 4419. (l) Hoye, T. R.; Ye, Z. J. Am. Chem. Soc. 1996, 118, 1801. (m) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron Lett. 1996, 37, 5393. (n) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron, 1996, 52, 9399. (o) Franck, X.; Figadere, B.; Cav́e, A. Tetrahedron Lett. 1996, 37, 1593. (p) Marshall, J. A.; Chen, M. J. Org. Chem. 1997, 62, 5996. (q) Marshall, J. A.; Hinkle, K. W. J. Org. Chem. 1997, 62, 5989. (r) Trost, B. M. Calkins, T. L.; Bochet, C. G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2632. (s) Marshall, J. A.; Hinkle, K. W. Tetrahedron Lett. 1998, 39, 1303. (t) Marshall, J. A.; Jiang, H. J. Tetrahedron Lett. 1998, 39, 1493.
    • (1997) J. Org. Chem. , vol.62 , pp. 5989
    • Marshall, J.A.1    Hinkle, K.W.2
  • 24
    • 0031573966 scopus 로고    scopus 로고
    • For total synthesis of Annonaceous acetogenins by other groups, see: (a) ref 11. (b) Hoye, T. R.; Hanson, P. R. Tetrahedron Lett. 1993, 34, 5043. (c) Tam, V. T.; Chaboche, C.; Figadere, B.; Chappe, B.; Hieu, B. C.; Cavé, A. Tetrahedron Lett. 1994, 35, 883. (d) Trost, B. M.; Shi, Z. P. J. Am. Chem. Soc. 1994, 116, 7459. (e) Koert, U. Tetrahedron Lett. 1994, 35, 2517. (f) Yao Z. J.; Wu, Y. L. Tetrahedron lett. 1994, 35, 157. (g) Makabe, H.; Tanaka, A.; Oritani, T. J. Chem. Soc., Perkin Trans. 1 1994, 1975. (h) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Biosci. Biotech. Biochem. 1995, 59, 2355. (i) Hoye, T. R.; Tan, L. Tetrahedron lett. 1995, 36, 1981. (j) Yao Z. J.; Wu, Y. L. J. Org. Chem. 1995, 60, 1170. (k) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J. Org. Chem. 1995, 60, 4419. (l) Hoye, T. R.; Ye, Z. J. Am. Chem. Soc. 1996, 118, 1801. (m) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron Lett. 1996, 37, 5393. (n) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron, 1996, 52, 9399. (o) Franck, X.; Figadere, B.; Cav́e, A. Tetrahedron Lett. 1996, 37, 1593. (p) Marshall, J. A.; Chen, M. J. Org. Chem. 1997, 62, 5996. (q) Marshall, J. A.; Hinkle, K. W. J. Org. Chem. 1997, 62, 5989. (r) Trost, B. M. Calkins, T. L.; Bochet, C. G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2632. (s) Marshall, J. A.; Hinkle, K. W. Tetrahedron Lett. 1998, 39, 1303. (t) Marshall, J. A.; Jiang, H. J. Tetrahedron Lett. 1998, 39, 1493.
    • (1997) Angew. Chem., Int. Ed. Engl. , vol.36 , pp. 2632
    • Trost, B.M.1    Calkins, T.L.2    Bochet, C.G.3
  • 25
    • 0032510370 scopus 로고    scopus 로고
    • For total synthesis of Annonaceous acetogenins by other groups, see: (a) ref 11. (b) Hoye, T. R.; Hanson, P. R. Tetrahedron Lett. 1993, 34, 5043. (c) Tam, V. T.; Chaboche, C.; Figadere, B.; Chappe, B.; Hieu, B. C.; Cavé, A. Tetrahedron Lett. 1994, 35, 883. (d) Trost, B. M.; Shi, Z. P. J. Am. Chem. Soc. 1994, 116, 7459. (e) Koert, U. Tetrahedron Lett. 1994, 35, 2517. (f) Yao Z. J.; Wu, Y. L. Tetrahedron lett. 1994, 35, 157. (g) Makabe, H.; Tanaka, A.; Oritani, T. J. Chem. Soc., Perkin Trans. 1 1994, 1975. (h) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Biosci. Biotech. Biochem. 1995, 59, 2355. (i) Hoye, T. R.; Tan, L. Tetrahedron lett. 1995, 36, 1981. (j) Yao Z. J.; Wu, Y. L. J. Org. Chem. 1995, 60, 1170. (k) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J. Org. Chem. 1995, 60, 4419. (l) Hoye, T. R.; Ye, Z. J. Am. Chem. Soc. 1996, 118, 1801. (m) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron Lett. 1996, 37, 5393. (n) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron, 1996, 52, 9399. (o) Franck, X.; Figadere, B.; Cav́e, A. Tetrahedron Lett. 1996, 37, 1593. (p) Marshall, J. A.; Chen, M. J. Org. Chem. 1997, 62, 5996. (q) Marshall, J. A.; Hinkle, K. W. J. Org. Chem. 1997, 62, 5989. (r) Trost, B. M. Calkins, T. L.; Bochet, C. G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2632. (s) Marshall, J. A.; Hinkle, K. W. Tetrahedron Lett. 1998, 39, 1303. (t) Marshall, J. A.; Jiang, H. J. Tetrahedron Lett. 1998, 39, 1493.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 1303
    • Marshall, J.A.1    Hinkle, K.W.2
  • 26
    • 0032546332 scopus 로고    scopus 로고
    • For total synthesis of Annonaceous acetogenins by other groups, see: (a) ref 11. (b) Hoye, T. R.; Hanson, P. R. Tetrahedron Lett. 1993, 34, 5043. (c) Tam, V. T.; Chaboche, C.; Figadere, B.; Chappe, B.; Hieu, B. C.; Cavé, A. Tetrahedron Lett. 1994, 35, 883. (d) Trost, B. M.; Shi, Z. P. J. Am. Chem. Soc. 1994, 116, 7459. (e) Koert, U. Tetrahedron Lett. 1994, 35, 2517. (f) Yao Z. J.; Wu, Y. L. Tetrahedron lett. 1994, 35, 157. (g) Makabe, H.; Tanaka, A.; Oritani, T. J. Chem. Soc., Perkin Trans. 1 1994, 1975. (h) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Biosci. Biotech. Biochem. 1995, 59, 2355. (i) Hoye, T. R.; Tan, L. Tetrahedron lett. 1995, 36, 1981. (j) Yao Z. J.; Wu, Y. L. J. Org. Chem. 1995, 60, 1170. (k) Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J. Org. Chem. 1995, 60, 4419. (l) Hoye, T. R.; Ye, Z. J. Am. Chem. Soc. 1996, 118, 1801. (m) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron Lett. 1996, 37, 5393. (n) Konno, H.; Makabe, H.; Tanaka, A.; Oritani, T. Tetrahedron, 1996, 52, 9399. (o) Franck, X.; Figadere, B.; Cav́e, A. Tetrahedron Lett. 1996, 37, 1593. (p) Marshall, J. A.; Chen, M. J. Org. Chem. 1997, 62, 5996. (q) Marshall, J. A.; Hinkle, K. W. J. Org. Chem. 1997, 62, 5989. (r) Trost, B. M. Calkins, T. L.; Bochet, C. G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2632. (s) Marshall, J. A.; Hinkle, K. W. Tetrahedron Lett. 1998, 39, 1303. (t) Marshall, J. A.; Jiang, H. J. Tetrahedron Lett. 1998, 39, 1493.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 1493
    • Marshall, J.A.1    Jiang, H.J.2


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