CYCLIC TRANSITION-STATE IN THE ACID-CATALYZED INTRAMOLECULAR ALLYLSTANNANE-ALDEHYDE CONDENSATION

被引:55
|
作者
GEVORGYAN, V [1 ]
KADOTA, I [1 ]
YAMAMOTO, Y [1 ]
机构
[1] TOHOKU UNIV,FAC SCI,DEPT CHEM,SENDAI,MIYAGI 980,JAPAN
关键词
D O I
10.1016/S0040-4039(00)91783-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bronsted acid catalyzed or Bu4NF-TiCl4 mediated cyclization of (Z)-omega-stannyl ether aldehyde 1a gives 2a, whereas (E)-isomer 1b affords 2b. To explain this stereochemical outcome, a push-pull mechanism is proposed.
引用
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页码:1313 / 1316
页数:4
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