First Total Synthesis of Antitumor Natural Product (+)- and (-)-Pericosine A: Determination of Absolute Stereo Structure

详细信息    查看全文

• 作者：Yoshihide Usami ; Isao Takaoka ; Hayato Ichikawa ; Yusuke Horibe ; Syunsuke Tomiyama ; Misako Ohtsuka ; Yumi Imanishi ; Masao Arimoto
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：August 3, 2007
• 年：2007
• 卷：72
• 期：16
• 页码：6127 - 6134
• 全文大小：196K
• 年卷期：v.72,no.16(August 3, 2007)
• ISSN：1520-6904

文摘

The first total synthesis of (+)- and (-)-pericosine A has been achieved, enabling the revision anddetermination of the absolute configuration of this antitumor natural product as methyl (3S,4S,5S,6S)-6-chloro-3,4,5-trihydroxy-1-cyclohexene-1-carboxylate. Every step of this total synthesis proceeded wellwith excellent stereoselectivity. Structures of the intermediates in crucial steps were confirmed by detailed2D NMR analysis.