Total synthesis of taxol. 2. Construction of A and C ring intermediates and initial attempts to construct the ABC ring system

…, CK Hwang, M Nakada, PG Nantermet

Index: Nicolaou; Liu; Yang; Ueno; Sorensen; Claiborne; Guy; Hwang; Nakada; Nantermet Journal of the American Chemical Society, 1995 , vol. 117, # 2 p. 634 - 644

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Citation Number: 246

Abstract

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) confiied the viability of the sequential Shapiro-McMurry strategy for formation of Taxol's B ring. Careful exploration of the chemistry of various AB ring conjugates allowed the development of a successful ...