Striking Difference between Succinimidomethyl and Phthalimidomethyl Radicals in Conjugate Addition to Alkylidenemalonate Initiated by Dimethylzinc

J Org Chem. 2016 May 6;81(9):3809-17. doi: 10.1021/acs.joc.6b00485. Epub 2016 Apr 26.

Abstract

We used dimethylzinc to develop a conjugate addition reaction of imidomethyl radicals to alkylidenemalonates, in which we observed a significant difference between succinimidomethyl and phthalimidomethyl radicals. This reaction provides new access to γ-aminobutyric acid derivatives, which often function as neurotransmitters.

Publication types

  • Research Support, Non-U.S. Gov't