A New Organocatalytic Concept for Asymmetric α-Alkylation of Aldehydes

A New Organocatalytic Concept for Asymmetric α-Alkylation of Aldehydes
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DOI:
10.1021/ja510475n
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发表时间:
2014-11-12
影响因子:
15
通讯作者:
Jorgensen, Karl Anker
Jorgensen, Karl Anker
中科院分区:
化学1区
文献类型:
--
作者:
Caruana, Lorenzo;Kniep, Florian;Jorgensen, Karl Anker

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本文报道了醛的有机催化不对称α-烷基化反应,通过烯胺与对苯醌甲基化物的1,6-共轭加成反应。采用一种新开发的手性仲胺催化剂,以简单的方法合成了具有两个相邻立构中心的α-二芳基甲川取代醛,具有良好的非对映体控制和优异的对映体选择性。
The organocatalytic asymmetric alpha-alkylation of aldehydes by 1,6-conjugated addition of enamines to p-quinone methides is described. Employing a newly developed class of chiral secondary amine catalysts, alpha-diarylmethine-substituted aldehydes with two contiguous stereocenters have been synthesized in a simple manner with good diastereocontrol and excellent enantioselectivity.