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Volumn 68, Issue 16, 2003, Pages 6133-6139

Application of vicarious nucleophilic substitution to the total synthesis of dl-physostigmine

Author keywords

[No Author keywords available]

Indexed keywords

DERIVATIVES; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

EID: 0042532026     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo026438u     Document Type: Article
Times cited : (35)

References (45)
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    • For a full discussion of synthetic aproaches to physostigmine before 1989, see: (a) Takano, S.; Ogasawara, K. The Alkaloids; Brossi, A., Ed.; Academic Press: San Diego, 1989; Vol. 36, pp 225-251. For recent syntheses, see: (b) Matsuura, T.; Overman, L. E.; Poon, D. J. J. Am. Chem. Soc. 1998, 120, 6500-6503. (c) Kawahara, M.; Nishida, A.; Nakagawa, M.; Org. Lett. 2000, 2, 675-678. (d) Ishibashi, H.; Kobayashi, T.; Machida, N.; Tamura, O. Tetrahedron 2000, 56, 1469-1473. (e) Nakagawa, M.; Kawahara, M. Org. Lett. 2000, 2, 953-955. (f) ElAzab, A. S.; Taniguchi, T.; Ogasawara, K. Org. Lett. 2000, 2, 2757-2759. (g) Tanaka, K.; Taniguchi, T.; Ogasawara, K. Tetrahedron Lett. 2001, 42, 1049-1052. (h) Morales-Rios, M. S.; Santos-Sanchez, N. F.; Joseph-Nathan, P. J. Nat. Prod. 2002, 65, 136-141. (i) Robinson, B. Heterocycles 2002, 57, 1327-1352. (j) Zhang, T. Y.; Zhang, H. Tetrahedron Lett. 2002, 43, 1363-1365.
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    • For a full discussion of synthetic aproaches to physostigmine before 1989, see: (a) Takano, S.; Ogasawara, K. The Alkaloids; Brossi, A., Ed.; Academic Press: San Diego, 1989; Vol. 36, pp 225-251. For recent syntheses, see: (b) Matsuura, T.; Overman, L. E.; Poon, D. J. J. Am. Chem. Soc. 1998, 120, 6500-6503. (c) Kawahara, M.; Nishida, A.; Nakagawa, M.; Org. Lett. 2000, 2, 675-678. (d) Ishibashi, H.; Kobayashi, T.; Machida, N.; Tamura, O. Tetrahedron 2000, 56, 1469-1473. (e) Nakagawa, M.; Kawahara, M. Org. Lett. 2000, 2, 953-955. (f) ElAzab, A. S.; Taniguchi, T.; Ogasawara, K. Org. Lett. 2000, 2, 2757-2759. (g) Tanaka, K.; Taniguchi, T.; Ogasawara, K. Tetrahedron Lett. 2001, 42, 1049-1052. (h) Morales-Rios, M. S.; Santos-Sanchez, N. F.; Joseph-Nathan, P. J. Nat. Prod. 2002, 65, 136-141. (i) Robinson, B. Heterocycles 2002, 57, 1327-1352. (j) Zhang, T. Y.; Zhang, H. Tetrahedron Lett. 2002, 43, 1363-1365.
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    • Zhang, T.Y.1    Zhang, H.2
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    • The only two examples noted in the literature are those reported by (a) Stewart, J. D.; Fields, S. C.; Kochhar, K. S.; Pinnick, H. W. J. Org. Chem. 1987, 52, 2110-2113. (b) Alonso, R. A.; Rodriguez, C. H.; Rossi, R. A. J. Org. Chem. 1989, 54, 5983-5985.
    • (1987) J. Org. Chem. , vol.52 , pp. 2110-2113
    • Stewart, J.D.1    Fields, S.C.2    Kochhar, K.S.3    Pinnick, H.W.4
  • 28
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    • The only two examples noted in the literature are those reported by (a) Stewart, J. D.; Fields, S. C.; Kochhar, K. S.; Pinnick, H. W. J. Org. Chem. 1987, 52, 2110-2113. (b) Alonso, R. A.; Rodriguez, C. H.; Rossi, R. A. J. Org. Chem. 1989, 54, 5983-5985.
    • (1989) J. Org. Chem. , vol.54 , pp. 5983-5985
    • Alonso, R.A.1    Rodriguez, C.H.2    Rossi, R.A.3
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    • note
    • Crystal data is available in Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.