trans-Cycloalkenes. Part 13. 1-Methylthiomethoxy-trans-cyclo-octene and 1-methoxy-trans-cyclo-octene by Peterson elimination
trans-Cycloalkenes. Part 13. 1-Methylthiomethoxy-trans-cyclo-octene and 1-methoxy-trans-cyclo-octene by Peterson elimination
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DOI：
10.1039/p19860000683
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发表时间：
1986
期刊：
影响因子：
--
通讯作者：
M. Prior;G. H. Whitham
中科院分区：
文献类型：
--
作者：
M. Prior;G. H. Whitham
基于环己基类似物的模型实验，描述了制备c-2-甲基硫甲氧基-t-2-三甲基硅基环辛烷-r-1-醇（21）和c-2-甲氧基-t-2-三甲基硅基-环辛烷-r-1-醇（22）的方法。它们在KH-Me2SO处理下进行了立体特异性消除，分别得到1-甲基硫甲氧基-反式环辛烯（23）和1-甲氧基-反式环辛烯（25）作为瞬时化合物，相当迅速地异构成它们的顺式异构体。
Methods are described, based on model experiments with cyclohexyl analogues, for the preparation of c-2-methylthiomethoxy-t-2-trimethylsilylcyclo-octan-r-1-ol (21) and c-2-methoxy-t-2-trimethylsilyl-cyclo-octan-r-1-ol (22). These underwent a stereospecific elimination on treatment with KH–Me2SO to give respectively 1-methylthiomethoxy-trans-cyclo-octene (23) and 1-methoxy-trans-cyclo-octene (25) as transient compounds which fairly rapidly isomerised to their cis-isomers.