The Reaction of some Carbonyl and Thiocarbonyl Compounds with Prenyl- and Crotyllithium in Tetrahydrofuran Solution
作者:V. Rautenstrauch
DOI:10.1002/hlca.19740570226
日期:——
(1) and cis-crotyllithium (Z-but-2-enyl-lithium) (2) in tetrahydrofuran solution, prepared according to the method of Eisch & Jacobs, react with carbonyl compounds to give the branched alcoholates with moderate to high selectivity, unless access to the carbonyl group is strongly hindered (see the Table). Adamantanethione (12) reacts with 1 to give the unbranched thiolate.
按照Eisch&Jacobs的方法制备的四氢呋喃溶液中的异戊烯基锂(3-甲基丁-2-烯基锂)(1)和顺丁烯基锂(Z-丁-2-烯基锂)(2)与羰基反应除非强烈阻碍了羰基的进入,否则这些化合物会以中等至高的选择性生成支链醇化物。金刚烷硫酮(12)与1反应生成未支化的硫醇盐。