Article ID Journal Published Year Pages File Type
5219408 Tetrahedron 2013 9 Pages PDF
Abstract

An efficient, convergent, and highly stereoselective formal synthesis of amphidinin B (1) is reported herein. In Amphidinin B both C10-C21 (4) and C1-C9 (5) fragments were derived from geraniol 6 and mono-PMB ether of 1,4-butane diol 7 in 19 and 9 steps, respectively. The key steps involved in this synthesis are Sharpless asymmetric epoxidation, Evans aldol, Julia olefination, oxa-Michael, Keck allylation, Mannich reaction, Evans asymmetric alkylation, and Yamaguchi esterification.

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Physical Sciences and Engineering Chemistry Organic Chemistry
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