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
收藏
页码：9793 / 9796
页数：4
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