Platinum-Catalyzed Desaturation of Lactams, Ketones, and Lactones

Angew Chem Int Ed Engl. 2018 Dec 3;57(49):16205-16209. doi: 10.1002/anie.201811197. Epub 2018 Nov 8.

Abstract

The development of a general platinum-catalyzed desaturation of N-protected lactams, ketones, and lactones to their conjugated α,β-unsaturated counterparts is reported. The reaction operates under mildly acidic conditions at room temperature or 50 °C. It is scalable and tolerates a wide range of functional groups. The complementary reactivity to the palladium-catalyzed desaturation is demonstrated in the efficient conversion of iodide, bromide, and sulfur-containing substrates.

Keywords: desaturation; ketones; lactams; lactones; platinum.

Publication types

  • Research Support, Non-U.S. Gov't