Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

Chemoselective Reduction of Azlactones Using Schwartz’s Reagent

Chemoselective Reduction of Azlactones Using Schwartz’s Reagent
Danielle L. J. Pinheiro, Giovanni W. Amarante, Eloah P. Ávila, Gabriel M. F. Batista
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.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b00820

DOI: 10.1021/acs.joc.7b00820

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