Direct Michael addition of alkenes via a cobalt-dinitrosyl mediated vinylic C-H functionalization reaction

Chen Zhao; F Dean Toste; Robert G Bergman

doi:10.1021/ja204564z

Direct Michael addition of alkenes via a cobalt-dinitrosyl mediated vinylic C-H functionalization reaction

J Am Chem Soc. 2011 Jul 20;133(28):10787-9. doi: 10.1021/ja204564z. Epub 2011 Jun 23.

Authors

Chen Zhao¹, F Dean Toste, Robert G Bergman

Affiliation

¹ Department of Chemistry, University of California, Berkeley, California 94720, USA.

PMID: 21699161
DOI: 10.1021/ja204564z

Abstract

We report a one-pot, direct C-H functionalization reaction of alkenes mediated by [CpCo(NO)(2)]. All intermediates in the proposed reaction sequence have been characterized. A variety of Michael acceptors can be utilized with the one-pot procedure to give the desired cyclic tetra-alkyl-substituted, γ,δ-unsaturated compounds in good yields. We also provide a preliminary result for catalytic turnover in both base and [CpCo(NO)(2)].