Catalytic Enantioselective Synthesis of α-Substituted Secondary Allylic Alcohols from Terminal Alkynes and Aldehydes via Vinylaluminum Reagents
Catalytic Enantioselective Synthesis of α-Substituted Secondary Allylic Alcohols from Terminal Alkynes and Aldehydes via Vinylaluminum Reagents
复制标题
乙烯基铝试剂从末端炔烃和醛催化对映选择性合成α-取代的仲烯丙醇
DOI：
10.1002/chem.201303619
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发表时间：
2013
期刊：
影响因子：
--
通讯作者：
and T. Harada
中科院分区：
文献类型：
--
作者：
R. Kumar;H. Kawasaki;and T. Harada
一锅法：以容易获得的末端炔和醛为起始原料，通过乙烯基铝试剂（见反应路线，dppp= 1，3-双（二苯基膦基）丙烷），发展了一种高对映选择性合成α-取代烯丙醇的通用方法。Me 2AlH的使用在Ni催化的氢化铝化步骤中是必不可少的，以产生不能还原醛的乙烯基铝试剂。
One‐pot procedure: A general method for the highly enantioselective synthesis of α‐substituted allylic alcohols has been developed starting from readily available terminal alkynes and aldehydes and proceeding via vinylaluminum reagents (see scheme, dppp= 1, 3‐bis (diphenylphosphino) propane). The use of Me2AlH is essential in the Ni‐catalyzed hydroalumination step to generate vinylaluminum reagents that cannot reduce the aldehyde.