Chemoselective Reduction of Azlactones Using Schwartz's Reagent

J Org Chem. 2017 Jun 2;82(11):5981-5985. doi: 10.1021/acs.joc.7b00820. Epub 2017 May 17.

Abstract

Highly chemoselective addition of Schwartz's reagent to widely available azlactones is described. This method allows the preparation of challenged functionalized α-amino aldehydes, in good to high isolated yields at room temperature, after only 2 min reaction. The presence of sensitive functionalities or electronic factors does not compromise the potential of the method. The use of an excess of the reducing reagent gave a very functionalized allylic alcohol derivative in 86% yield.

Publication types

  • Research Support, Non-U.S. Gov't