R-光甘草定的不对称合成

Asymmetric synthesis of R-glabridin

摘要:

R-光甘草定是光果甘草中特有的异黄酮成分之一，具有广泛的生物活性。该研究以7-羟基色满-4-酮为起始原料，经过酚羟基保护、烯醇酯化、Heck不对称偶联、脱保护、环化反应、还原以及脱甲基反应等步骤得到光学纯度的R-光甘草定，总产率为23.5%，终产物e.e.值为98.9%。产物结构经1HNMR和MS 确证。该法具有反应条件温和、操作简单、产率高等优点。

Abstract:

R-Glabridin is one of the unique isoflavones in glycyrrhiza glabra, which has a broad spectrum of biological activities. In this study, R-glabridin has been obtained via seven steps from 7-hydroxychromen-4-one by protection of phenolic hydroxyl groups, esterification of enol, Heck asymmetric coupling, deprotection, cyclization, reduction and demethylation and so on, the total yield was 23.5% and the ee value of the final product was 98.9%. The structures of products were confirmed by 1HNMR and MS. This method has the advantage of mild reaction conditions, easy operation and high yield.