铜催化的硅亲核试剂对 3,3-二取代环丙烯的对映选择性和非对映选择性加成反应。
Copper-Catalyzed Enantio- and Diastereoselective Addition of Silicon Nucleophiles to 3,3-Disubstituted Cyclopropenes.
机构信息
Institut für Chemie, Technische Universität Berlin, Strasse des 17. Juni 115, 10623, Berlin, Germany.
出版信息
Chemistry. 2019 Nov 13;25(63):14304-14307. doi: 10.1002/chem.201904272. Epub 2019 Oct 22.
Abstract
A highly stereocontrolled syn-addition of silicon nucleophiles across cyclopropenes with two different geminal substituents at C3 is reported. Diastereomeric ratios are excellent throughout (d.r.≥98:2) and enantiomeric excesses usually higher than 90 %, even reaching 99 %. This copper-catalyzed C-Si bond formation closes the gap of the direct synthesis of α-chiral cyclopropylsilanes.
摘要
本文报道了硅亲核试剂与 C3 位具有两个不同偕二甲基取代基的环丙烯的高度立体选择性 syn-加成反应。整个反应的非对映选择性比值非常优异（d.r.≥98:2），对映过量值通常高于 90%，甚至高达 99%。这种铜催化的 C-Si 键形成反应填补了直接合成 α-手性环丙基硅烷的空白。
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