NEW SYNTHETIC APPROACH TO 4-ALKYLIDENECYCLOHEXENES - REDUCTION-PROTODESILYLATION OF BENZYLSILANES

被引:47
作者
COUGHLIN, DJ [1 ]
SALOMON, RG [1 ]
机构
[1] CASE WESTERN RESERVE UNIV,DEPT CHEM,CLEVELAND,OH 44106
关键词
D O I
10.1021/jo01336a009
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthetic methodology is described which allows conversion of benzylsilanes into 4-alkylidenecyclohexenes or 4-alkylidenecyclohexanones in good yields. Structurally specific syntheses are readily achieved for various derivatives which are not efficiently accessible by conventional methods. These include the natural product, terpinolene, as well as 2-methyl-4-methylenecyclohexan-l-one and 3-carbomethoxy-5-methylenecyclohex-l-ene. © 1979, American Chemical Society. All rights reserved.
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页码:3784 / 3790
页数:7
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