REACTION OF ETHYL ALPHA-CHLORO-ALPHA-PHENYLSELENOACETATE WITH ALKENES - SYNTHESIS OF ALPHA-PHENYLSELENO-GAMMA-BUTYROLACTONES

被引：0
|
作者：
SILVEIRA, CC [1 ]
ARAUJO, MA [1 ]
LENARDAO, EJ [1 ]
BRAGA, AL [1 ]
DABDOUB, MJ [1 ]
机构：
[1] UNIV SAO PAULO,FFCLRP,DEPT QUIM,BR-05508 RIBEIRAO PRET,BRAZIL
来源：
SYNTHESIS-STUTTGART | 1995年 / 10期
关键词：
LEWIS ACIDS; DI- AND TRISUBSTITUTED ALKENES; ALPHA-PHENYLSELENO-GAMMA-DELTA-UNSATURATED ESTERS; GAMMA-BUTYROLACTONES;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Ethyl alpha-chloro-alpha-phenylselenoacetate (1) reacts with alk-1-enes in the presence of TiCl4 to give the corresponding alpha-phenylseleno gamma,delta-unsaturated esters. Reaction of 1 with di- and trisubstituted alkenes and SnCl4 as a Lewis acid affords gamma-butyrolactones directly and a minor amount of the gamma,delta-unsaturated esters. These esters were converted into gamma-butyrolactones on hydrolysis and reaction with electrophiles.
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页码：1305 / &
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