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

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

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  • 1College of Pharmacy, Guangdong Pharmaceutical University, Guangzhou 510006, China. xuanyn@mail3.sysu.edu.cn

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).

PMID:
23396575
DOI:
10.1039/c3ob00056g
[PubMed - indexed for MEDLINE]
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