烯丙型醇与取代肼的对映专一性烯丙型烷基化反应  

Enantiospecific Allylic Alkylation of Substituted Hydrazines with Allylic Alcohols

作　　者：徐靖坤 谷永红[1] 田仕凯[1] 

机构地区：[1]中国科学技术大学化学系,合肥230026

出　　处：《有机化学》2015年第3期618-624,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.21472178和21232007);国家重点基础研究发展计划(No.2014CB931800);安徽省自然科学基金(No.1408085MB24)资助项目~~

摘　　要：发展了首例烯丙型醇与取代肼的对映专一性烯丙型烷基化反应.在钯/外消旋2,2'-双(二苯膦基)-1,1'-联萘(BINAP)/硼酸的催化下,一系列高度对映富集的烯丙型醇与取代肼于室温进行烯丙型烷基化反应,具有高度的区域选择性,立体构型的保留率大于95%,适于合成高对映纯度的烯丙型肼.另外,该反应的唯一副产物是水,对环境友好.Unprecedented enantiospecific allylic alkylation of substituted hydrazines with allylic alcohols has been developed. A range of substituted hydrazines underwent palladium/racemic 2,2＇-bis（diphenylphosphino）-1,1＇-binaphthyl（BINAP）/boric acid-catalyzed allylic alkylation with highly enantioenriched allylic alcohols at room temperature and the reaction proceeded in a highly regioselective fashion with greater than 95% retention of configuration to afford allylic hydrazines with high enantiopurity. Moreover, only water was generated as an environmentally benign byproduct.

关 键 词：醇 肼 烯丙型烷基化 钯 对映专一性 

分 类 号：O621.25[理学—有机化学]