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通过一锅相有机催化环氧化和氧化酯化反应,高效不对称合成α,β-环氧酯。

Highly efficient asymmetric synthesis of α,β-epoxy esters via one-pot organocatalytic epoxidation and oxidative esterification.

机构信息

College of Pharmacy, Guangdong Pharmaceutical University, Guangzhou 510006, China.

出版信息

Org Biomol Chem. 2013 Mar 21;11(11):1815-7. doi: 10.1039/c3ob00056g. Epub 2013 Feb 8.

Abstract

Highly enantioselective synthesis of α,β-epoxy esters was achieved via one-pot organocatalytic epoxidation and consequent oxidative esterification. Excellent enantioselectivities (up to 99% ee) and good yields were obtained for a variety of α,β-epoxy esters. The method was readily scaled. Furthermore the product was applied towards the synthesis of (-)-clausenamide with excellent enantioselectivities (>99% ee).

摘要

通过一锅法有机催化环氧化和随后的氧化酯化反应,实现了α,β-环氧酯的高对映选择性合成。各种α,β-环氧酯都获得了优异的对映选择性(高达 99%ee)和良好的收率。该方法易于放大。此外,该产物被应用于(-)-克劳森酰胺的合成,具有优异的对映选择性(>99%ee)。

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