Asymmetric N-Heterocyclic Carbene (NHC)-Catalyzed Annulation of Modified Enals with Enolizable Aldehydes

被引：84

作者：

Yetra, Santhivardhana Reddy ^{[1
]}

Kaicharla, Trinadh ^{[1
]}

Kunte, Sunita S. ^{[1
]}

Gonnade, Rajesh G. ^{[2
]}

Biju, Akkattu T. ^{[1
]}

机构：

[1] CSIR Natl Chem Lab, Div Organ Chem, Pune 411008, Maharashtra, India

[2] CSIR Natl Chem Lab, Ctr Mat Characterizat, Pune 411008, Maharashtra, India

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 20期

关键词：

DIELS-ALDER REACTIONS; ALPHA; BETA-UNSATURATED ALDEHYDES; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; ACYLOIN CONDENSATIONS; CATALYZED ANNULATIONS; ESTERS; ORGANOCATALYSIS; GENERATION; ENAMINES;

D O I：

10.1021/ol4026155

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-Heterocyclic carbene (NHC)-catalyzed highly enantioselective lactonization of modified enals with enolizable aldehydes, proceeding via the alpha,beta-unsaturated acylazolium intermediates, is reported. The reaction results in the asymmetric synthesis of synthetically important 4,5-disubstituted dihydropyranones.

引用

页码：5202 / 5205

页数：4

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