Preparation and use of enantioenriched allenylsilanes for the stereoselective synthesis of homopropargylic ethers.
Preparation and use of enantioenriched allenylsilanes for the stereoselective synthesis of homopropargylic ethers.
复制标题
DOI：
10.1002/chin.200744078
复制
发表时间：
2007-06
期刊：
影响因子：
5.2
通讯作者：
R. A. Brawn;J. Panek
中科院分区：
文献类型：
--
作者：
R. A. Brawn;J. Panek
介绍了一种由1-硅基炔丙醇经约翰逊原酸酯Claisen重排反应合成高对映体含量的烯丙基硅烷的简便方法。烯丙基硅烷，然后作为碳亲核试剂在三组分，刘易斯酸介导的加成原位生成的氧鎓离子，导致对映体富集的高炔丙基醚。
A convenient procedure for the synthesis of highly enantioenriched allenylsilanes by Johnson orthoester Claisen rearrangement of 1-silyl propargylic alcohols is described. Allenylsilanes are then used as carbon nucleophiles in three-component, Lewis acid mediated additions to in situ generated oxonium ions, resulting in enantioenriched homopropargylic ethers.