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Literature DB >> 16575461

Organocatalytic and direct asymmetric vinylogous Michael addition of alpha,alpha-dicyanoolefins to alpha,beta-unsaturated aldehydes.

Jian-Wu Xie¹, Lei Yue, Dong Xue, Xiao-Li Ma, Ying-Chun Chen, Yong Wu, Jin Zhu, Jin-Gen Deng.

Abstract

The first highly regio-, chemo-, diastereo- and enantioselective direct vinylogous Michael addition of alpha,alpha-dicyanoolefins to alpha,beta-unsaturated aldehydes is described, employing readily available chiral alpha,alpha-diarylprolinol salts as iminium organocatalysts.

Entities: Chemical

Mesh：

Substances：
Aldehydes
Alkenes
Nitriles

Year: 2006 PMID： 16575461 DOI： 10.1039/b600647g

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

2 in total

1. Azaheterocyclic diphenylmethanol chiral solvating agents for the NMR chiral discrimination of alpha-substituted carboxylic acids.

Authors: Gao-Wei Li; Xiao-Juan Wang; Dan-Dan Cui; Yu-Fei Zhang; Rong-Yao Xu; Shuai-Hua Shi; Lan-Tao Liu; Min-Can Wang; Hong-Min Liu; Xin-Xiang Lei
Journal: RSC Adv Date: 2020-09-18 Impact factor: 4.036

2. Isothiourea-catalysed enantioselective Michael addition of N-heterocyclic pronucleophiles to α,β-unsaturated aryl esters.

Authors: Chang Shu; Honglei Liu; Alexandra M Z Slawin; Cameron Carpenter-Warren; Andrew D Smith
Journal: Chem Sci Date: 2019-10-23 Impact factor: 9.825

2 in total