Alkylation reactions of anions derived from 2-benzenesulphonyl tetrahydropyran and their application to spiroketal syntiesis
作者:Steven V. Ley、Barry Lygo、Francine Sternfeld、Anne Wonnacott
DOI:10.1016/s0040-4020(01)87660-2
日期:1986.1
Deprotonation of (1) follwed by alkylation with carbonyl compounds or halides gave cyclic enol ether addition products by spontaneous elimination of benzenesulphinic acid. Interception of the initial addition products with aldehydes by reductive desulphonylation to give alkylated tetrahydropyran derivatives proeeeded in moderate yield using sodium naphthalenide. Several of the cystic enol ether addition products
3,4-二氢-2H-吡喃或2-甲氧基四氢吡喃与苯磺酸反应生成2-苯磺酰基四氢吡喃(1)。(1)通过与羰基化合物或卤化物进行烷基化反应进行脱质子化,通过自发消除生成环状烯醇醚加成产物苯磺酸。通过萘二甲磺酸钠的还原性去磺酰化作用,将起始的加成产物与醛类截获,以得到中等收率的烷基化四氢吡喃衍生物。几个囊性烯醇醚加成产物进一步转化成spiroketals包括来自天然产物的信息素的合成和。