Stereoselective Synthesis of Cyclopropanes Bearing Adjacent Stereocenters
Stereoselective Synthesis of Cyclopropanes Bearing Adjacent Stereocenters
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具有相邻立构中心的环丙烷的立体选择性合成
DOI：
10.1055/s-1999-3507
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发表时间：
1999
期刊：
影响因子：
--
通讯作者：
J. Cossy
中科院分区：
文献类型：
--
作者：
J. Cossy
研究了两种具有相邻立体中心的环丙烷立体选择性合成方法。一方面，在具有远端烯丙基立体中心的烯丙醇的环丙化反应中，观察到中等至合成有用的立体选择性水平，并提出了在这类底物的锌促进环丙化反应中，邻芳基的定向作用的证据。另一方面，研究了异丙烯环丙烷的硼化氢，并表明在顺式异构体的情况下，以高度非对映选择性的方式进行。
: Two approaches towards the stereoselective synthesis of cyclopropanes bearing adjacent stereocenters have been investigated. On one hand, moderate to synthetically useful levels of stereo-selectivity were observed in the cyclopropanation of allylic alcohols bearing a remote allylic stereocenter, and evidence has been put forward for the directing effect of a neighbouring aromatic group in the Zn-promoted cyclopropanation of this class of substrates. On the other hand, the hydroboration of isopropenylcyclopropanes was studied and shown to proceed in a highly diastereoselective fashion in the case of the cis isomers.