Total Synthesis of Taxol. 2. Construction of A and C Ring Intermediates and Initial Attempts To Construct the ABC Ring System

K. C. Nicolaou; J. J. Liu; Z. Yang; H. Ueno; E. J. Sorensen; C. F. Claiborne; R. K. Guy; C. K. Hwang; M. Nakada; P. G. Nantermet

doi:10.1021/ja00107a007

Total Synthesis of Taxol. 2. Construction of A and C Ring Intermediates and Initial Attempts To Construct the ABC Ring System

K. C. Nicolaou^*, J. J. Liu, Z. Yang, H. Ueno, E. J. Sorensen, C. F. Claiborne, R. K. Guy, C. K. Hwang, M. Nakada, P. G. Nantermet

^*この研究の対応する著者

研究成果: Article › 査読

227 被引用数 (Scopus)

抄録

A method for the formation of Taxol's ABC ring system has been developed. General methods for the synthesis of versatile synthons for Taxol's A ring (8) and C ring (55) are presented. A model study using a simplified C ring synthon (17) confirmed the viability of the sequential Shapiro—McMurry strategy for formation of Taxol's B ring. Careful exploration of the chemistry of various A—B ring conjugates allowed the development of a successful method for formation of the B ring in a more functionalized system.

本文言語	English
ページ（範囲）	634-644
ページ数	11
ジャーナル	Journal of the American Chemical Society
巻	117
号	2
DOI	https://doi.org/10.1021/ja00107a007
出版ステータス	Published - 1995 1月
外部発表	はい

ASJC Scopus subject areas

触媒
化学 (全般)
生化学
コロイド化学および表面化学

文献へのアクセス

10.1021/ja00107a007

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引用スタイル

Nicolaou, K. C., Liu, J. J., Yang, Z., Ueno, H., Sorensen, E. J., Claiborne, C. F., Guy, R. K., Hwang, C. K., Nakada, M., & Nantermet, P. G. (1995). Total Synthesis of Taxol. 2. Construction of A and C Ring Intermediates and Initial Attempts To Construct the ABC Ring System. Journal of the American Chemical Society, 117(2), 634-644. https://doi.org/10.1021/ja00107a007

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abstract = "A method for the formation of Taxol's ABC ring system has been developed. General methods for the synthesis of versatile synthons for Taxol's A ring (8) and C ring (55) are presented. A model study using a simplified C ring synthon (17) confirmed the viability of the sequential Shapiro—McMurry strategy for formation of Taxol's B ring. Careful exploration of the chemistry of various A—B ring conjugates allowed the development of a successful method for formation of the B ring in a more functionalized system.",

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AU - Sorensen, E. J.

AU - Claiborne, C. F.

AU - Guy, R. K.

AU - Hwang, C. K.

AU - Nakada, M.

AU - Nantermet, P. G.

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