STUDY OF CHIRAL AUXILIARIES FOR THE INTRAMOLECULAR [2+2] CYCLOADDITION OF A KETENIMINIUM SALT TO AN OLEFINIC DOUBLE-BOND - A NEW ASYMMETRIC-SYNTHESIS OF CYCLOBUTANONES

被引：81
作者：
CHEN, LY [1 ]
GHOSEZ, L [1 ]
机构：
[1] UNIV CATHOLIQUE LOUVAIN,CHIM ORGAN SYNTHESE LAB,PL L PASTEUR 1,B-1348 LOUVAIN,BELGIUM
来源：
TETRAHEDRON LETTERS | 1990年 / 31卷 / 31期
关键词：
D O I：
10.1016/S0040-4039(00)97650-0
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
ω-Unsaturated amides derived from chiral pyrrolidines can be readily converted into keteniminium salts which undergo intramolecular [2+2] cycloaddition to yield chiral cyclobutanones. Amides derived from 2,5-dimethylpyrrolidine give the best yields and high facial selectivities. © 1990.
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页码：4467 / 4470
页数：4
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