Facile and Efficient Synthesis of Naturally Occurring Carbasugars (+)-Pericosines A and C

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• 作者：Yoshihide Usami ; Marie Ohsugi ; Koji Mizuki ; Hayato Ichikawa ; Masao Arimoto
• 刊名：Organic Letters
• 出版年：2009
• 出版时间：June 18, 2009
• 年：2009
• 卷：11
• 期：12
• 页码：2699-2701
• 全文大小：120K
• 年卷期：v.11,no.12(June 18, 2009)
• ISSN：1523-7052

文摘

An efficient synthesis of antitumor marine natural product (+)-pericosine A was achieved from (−)-quinic acid in 11.7% overall yield, which is 20 times better than our previously reported synthesis. The crucial steps of this synthesis include the regio- and stereoselective bromohydrination of an unstable diene and the ring opening of an epoxide. This synthetic route was applicable to a synthesis of (+)-pericosine C and also to a synthesis of (−)-pericosine C.