TANDEM ADDITION REDUCTION .22. 4-ALKENYL-1-METHOXY-1,4-CYCLOHEXADIENES BY TANDEM ADDITION MULTISTEP REDUCTION OF ALKENYL ALDEHYDES AND KETONES - SYNTHESIS OF 4-ALKENYL-3-CYCLOHEXEN-1-ONES BY SUBSEQUENT HYDROLYSIS

被引:5
作者
FLISAK, JR [1 ]
HALL, SS [1 ]
机构
[1] RUTGERS STATE UNIV,DEPT CHEM,NEWARK,NJ 07102
关键词
D O I
10.1021/ja00176a033
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of 4-alkenyl-1-methoxy-1,4-cyclohexadienes were prepared by a tandem addition-multistep reduction procedure. This one-pot process included the addition of 4-methoxyphenyllithium to alkenyl aldehydes and ketones, followed by multistep reduction of the intermediate benzyl alkoxides with lithium-ammonia-alcohol. Subsequent acid hydrolysis, selectively afforded the corresponding 4-alkenyl-3-cyclohexen-1-ones. © 1990, American Chemical Society. All rights reserved.
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页码:7299 / 7305
页数:7
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