Synfacts 2008(4): 0414-0414  
DOI: 10.1055/s-2008-1042814
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Three-Component Couplings via Internal Redox

Contributor(s): Paul Knochel, Tobias Thaler
A. Herath, W. Li, J. Montgomery*
University of Michigan, Ann Arbor, USA
Further Information

Publication History

Publication Date:
19 March 2008 (online)

Significance

Two nickel-catalyzed three-component couplings are introduced in this article: the coupling between enals, alkynes, and alcohols and the coupling between enones, alkynes, and aldehydes. The latter proceeds with good regioselectivities directly furnishing allylated 1,3-dicarbonyls. With this method, the laborious preparation of unsymetrically substituted 1,3-diketones and stereodefined allylic electrophiles can be elegantly circumvented.