Copper-Catalyzed Propargylic Reduction with Diisobutylaluminum Hydride

Org Lett. 2018 Sep 7;20(17):5478-5481. doi: 10.1021/acs.orglett.8b02413. Epub 2018 Aug 16.

Abstract

A mild and efficient method for the synthesis of allenes through selective copper-catalyzed hydride addition to propargylic chlorides using commercially available diisobutylaluminum hydride has been developed. This transformation, which is promoted by a readily accessible N-heterocyclic carbene-copper complex, provides a wide range of new and versatile functionalized allenes in good to excellent yields with high regio- and stereoselectivities.

Publication types

  • Research Support, Non-U.S. Gov't