Total synthesis of taxol. 1. Retrosynthesis, degradation, and reconstitution

…, RK Guy, EA Couladouros, EJ Sorensen

Index: Nicolaou; Nantermet; Ueno; Guy; Couladouros; Sorensen Journal of the American Chemical Society, 1995 , vol. 117, # 2 p. 624 - 633

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Citation Number: 205

Abstract

Abstract: A successful strategy for the enantioselective synthesis of the natural stereoisomer of Taxol (1) has been developed. This strategy utilized the convergent assembly of Taxol's central eight-membered B ring from preformed synthons for rings A (10) and C (9) followed by late introduction of the D ring and side chain. Degradative studies confiied the viability of certain crucial manipulations including oxidation of the C13 position (35-3) and ...

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