Diastereoselectivity in the addition and cycloaddition reactions of a chiral ester of 2H-azirine-3-carboxylic acid

被引:25
作者
Alves, MJ [1 ]
Bickley, JF
Gilchrist, TL
机构
[1] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England
[2] Univ Minho, Dept Quim, P-4710 Braga, Portugal
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 11期
关键词
D O I
10.1039/a902182e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The azirine ester 2 bearing Oppolzer's N,N-diethyl-(1R)isobornyl-10-sulfonamide chiral auxiliary shows moderate diastereoselectivity in its Diels-Alder reaction with cyclopentadiene whereas the addition of thiophenol is highly diastereoselective; X-ray crystal structures of the aziridine esters 6 and 7 are reported.
引用
收藏
页码:1399 / 1401
页数:3
相关论文
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