A concise enantioselective synthesis of (+)-goniodiol and (+)-8-methoxygoniodiol via Co-catalyzed HKR of anti-(2SR, 3RS)-3-methoxy-3-phenyl-1, 2-epoxypropane

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• 作者：I.N. Chaithanya Kiran ; R. Santhosh Reddy ; Gurunath Suryavanshi ; Arumugam Sudalai
• 关键词：Styryllactones ; Racemic anti-epoxide ; Hydrolytic kinetic resolution ; Allylation ; Diastereoselectivity
• 刊名：Tetrahedron Letters
• 出版年：2011
• 出版时间：19 January 2011
• 年：2011
• 卷：52
• 期：3
• 页码：438-440
• 全文大小：293 K

文摘

A short, enantioselective synthesis of (+)-goniodiol and (+)-8-methoxygoniodiol, cytotoxic styryllactones, has been achieved in high optical purities (99 % ee). The strategy employs Co-catalyzed HKR of racemic anti-(2SR, 3RS)-3-methoxy-3-phenyl-1, 2-epoxypropane and Lewis acid-mediated diastereoselective allylation of aldehyde as chiral inducing key reactions.