Enantioselective cyclopropanation of enals by oxidative N-heterocyclic carbene catalysis

Enantioselective cyclopropanation of enals by oxidative N-heterocyclic carbene catalysis
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DOI:
10.1039/c2cc31501g
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发表时间:
2012-01-01
影响因子:
4.9
通讯作者:
Studer, Armido
Studer, Armido
中科院分区:
化学2区
文献类型:
--
作者:
Biswas, Anup;De Sarkar, Suman;Studer, Armido

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α,β-不饱和醛的卡宾催化的氧化还原活化用于产生α,β-不饱和酰基唑,其在与硫叶立德和醇反应时经历环丙烷化以得到相应的环丙烷羧酸酯。用手性碳烯可以获得良好的对映体和对映体选择性。
Carbene catalysed redox activation of alpha,beta-unsaturated aldehydes is applied for generation of alpha,beta-unsaturated acyl azoliums which undergo cyclopropanation upon reaction with a sulfur ylide and an alcohol to give the corresponding cyclopropanecarboxylic acid esters. With chiral carbenes good to excellent diastereo and enantioselectivities are obtained.