A highly asymmetric, Lewis acid-catalysed Diels-Alder reaction using optically active 2-(3-tolyl-p-sulfinyl)furyl alpha,beta-unsaturated ketones as a dienophile

被引:15
作者
Arai, Y [1 ]
Masuda, T [1 ]
Masaki, Y [1 ]
Shiro, M [1 ]
机构
[1] RIGAKU CORP,AKISHIMA,TOKYO 196,JAPAN
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1996年 / 08期
关键词
D O I
10.1039/p19960000759
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Diels-Alder reaction of chiral 2-(3-tolyl-p-sulfinyl)furyl alpha,beta-unsaturated ketones 3 and 4 with cyclopentadiene in the presence of a Lewis acid proceeds smoothly to give the corresponding endo adducts 5a and 6a, respectively, in excellent yield with high diastereoselectivity.
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页码:759 / 762
页数:4
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