Synthesis of Diarylheptanoid Scaffolds Inspired by Calyxins I and J

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• 作者：Thomas D. Ackrill ; Hazel A. Sparkes ; Christine L. Willis
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：August 7, 2015
• 年：2015
• 卷：17
• 期：15
• 页码：3884-3887
• 全文大小：300K
• ISSN：1523-7052

文摘

纬,未-Unsaturated alcohols are prepared efficiently in two steps from o-hydroxycinnamaldehyde. The TMSOTf-mediated reaction of the 纬,未-unsaturated alcohols with aldehydes creates two oxygen heterocycles and three new stereocenters in a single pot. The approach is versatile, and by varying the boronic acid, Grignard reagent, and aldehyde, different substituents may be introduced, while use of a chiral base in the conjugate addition gives enantioenriched products.