Recent Developments in Asymmetric Hetero-Diels-Alder Reactions of Dithioesters

被引:6
作者
Dentel, Helene [1 ]
Gulea, Mihaela [1 ]
机构
[1] ENSICAEN, LCMT, UMR CNRS 6507, INC3M,UCBN,FR 3038, F-14050 Caen, France
关键词
Asymmetric hetero-Diels-Alder reaction; thia-Diels-Alder reaction; chiral dithioester; Cu(II); bis(oxazoline) complex; stereochemical models; HETERODIENOPHILES; BIS(OXAZOLINE); CONJUGATION;
D O I
10.1080/10426507.2012.729113
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Recent studies dealing with asymmetric thia-Diels-Alder reactions of dithioesters as heterodienophiles are described. A diastereoselective version involving new chiral dithioesters and the first example of a catalytic enantioselective version are described. The absolute stereochemistry of the cycloadducts was assigned based on an X-ray structure and chemical correlation. In order to rationalize the sense of the chiral induction observed experimentally, stereochemical models for Cu(II)/BOX/dithioester complexes are proposed.
引用
收藏
页码:349 / 355
页数:7
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