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College of Pharmacy, Guangdong Pharmaceutical University, Guangzhou 510006, China
E-mail: xuanyn@mail3.sysu.edu.cn
; Fax: +86-20-39352139
; Tel: +86-20-39352139
b
Industrial Institute of Fine Chemicals and Synthetic Drugs, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China
E-mail: yanming@mail.sysu.edu.cn
; Fax: +86-20-39943049
; Tel: +86-20-39943049
Org. Biomol. Chem., 2013,11, 1815-1817
DOI:
10.1039/C3OB00056G
Received
10 Jan 2013,
Accepted
29 Jan 2013
First published online
30 Jan 2013
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).
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Organic & Biomolecular Chemistry
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