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• 作者：William R. Leonard ; Jr. ; Kevin M. Belyk ; David A. Conlon ; Dean R. Bender ; Lisa M. DiMichele ; Ji Liu ; David L. Hughes
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：March 30, 2007
• 年：2007
• 卷：72
• 期：7
• 页码：2335 - 2343
• 全文大小：181K
• 年卷期：v.72,no.7(March 30, 2007)
• ISSN：1520-6904

文摘

A novel three-step synthesis of the highly functionalized antifungal agent CANCIDAS (caspofunginacetate, 2) is described, starting from the natural product pneumocandin B₀ (1). The highlights of thesynthesis include a stereoselective formation of a phenylthioaminal, a remarkable chemoselective, high-yielding, one-step borane reduction of a primary amide, and a stereoselective substitution of thephenylthioaminal with ethylenediamine producing 2 in a 45% overall yield.