Organocatalytic enantio- and diastereoselective synthesis of highly substituted δ-lactones via a Michael-cyclization cascade

被引：11

作者：

Agrawal, Santosh ^{[1
]}

Molleti, Nagaraju ^{[1
]}

Singh, Vinod K. ^{[1
,2
]}

机构：

[1] Indian Inst Sci Educ & Res Bhopal, Dept Chem, Bhopal 462066, India

[2] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India

来源：

CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 48期

关键词：

N-HETEROCYCLIC CARBENE; DIELS-ALDER REACTION; ASYMMETRIC BROMOLACTONIZATION; ENANTIOSELECTIVE SYNTHESIS; ALPHA; PYRAZOLEAMIDES; DERIVATIVES; DIENOPHILES; ALDEHYDES; HYDROGEN;

D O I：

10.1039/c5cc02776d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An organocatalyzed Michael-cyclization cascade approach of readily available alpha,beta-unsaturated aldehydes and pyrazoleamides has been developed to get highly substituted delta-lactones in excellent enantioselectivities (up to 97%) and diastereoselectivities. The delta-lactones so obtained could easily be transformed into benzazepine derivatives with excellent enantio- and diastereoselectivities. Furthermore, the pyrazole moiety from the delta-lactones can be simply cleaved without disturbing the stereoselectivity.

引用

页码：9793 / 9796

页数：4

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