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手性砜的对映选择性合成通过 Ir 催化的不对称氢化反应:一种制备手性烯丙基和同烯丙基化合物的简便方法。

Enantioselective synthesis of chiral sulfones by Ir-catalyzed asymmetric hydrogenation: a facile approach to the preparation of chiral allylic and homoallylic compounds.

机构信息

Department of Chemistry-BMC, Uppsala University, Box 576, S-75123 Uppsala, Sweden.

出版信息

J Am Chem Soc. 2012 Aug 22;134(33):13592-5. doi: 10.1021/ja306731u. Epub 2012 Aug 7.

Abstract

A highly efficient and enantioselective Ir-catalyzed hydrogenation of unsaturated sulfones was developed. Chiral cyclic and acyclic sulfones were produced in excellent enantioselectivities (up to 98% ee). Coupled with the Ramberg-Bäcklund rearrangement, this reaction offers a novel route to chiral allylic and homoallylic compounds in excellent enantioselectivities (up to 97% ee) and high yields (up to 94%).

摘要

发展了一种高效和对映选择性的 Ir 催化不饱和砜的氢化反应。手性环状和非环状砜以优异的对映选择性(高达 98%ee)生成。与 Ramberg-Bäcklund 重排偶联,该反应以优异的对映选择性(高达 97%ee)和高收率(高达 94%)提供了一种合成手性烯丙基和同烯丙基化合物的新途径。

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