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对映选择性铜(I/II)催化的硝基酯与β,γ-不饱和α-酮酯的共轭加成反应。

Enantioselective copper(I/II)-catalyzed conjugate addition of nitro esters to β,γ-unsaturated α-ketoesters.

机构信息

Hefei National Laboratory for Physical Sciences at Microscale, CAS Key Laboratory of Soft Matter Chemistry and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026 (China), Fax:(+86) 551-3603185.

出版信息

Chemistry. 2014 Jan 20;20(4):979-82. doi: 10.1002/chem.201303512. Epub 2014 Jan 8.

Abstract

A highly enantioselective Michael addition of nitroacetates to β,γ-unsaturated α-ketoesters was developed by using chiral copper catalysts. The Michael addition products can be obtained in high yields with up to 99 % ee. With these densely functionalized products, the chiral cyclic nitrones, which are important synthetic intermediates, can be obtained in one step.

摘要

手性铜催化剂实现了硝基乙酸酯对β,γ-不饱和α-酮酯的高对映选择性迈克尔加成。迈克尔加成产物的产率高达 99%,对映选择性高达 99%ee。利用这些官能化程度较高的产物,可以一步得到手性环状硝酮,这是重要的合成中间体。

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