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. 2006 Feb 2;8(3):455-8.
doi: 10.1021/ol052719n.

Mechanistic implications of nickel-catalyzed reductive coupling of aldehydes and chiral 1,6-enynes

Ryan M Moslin  1 , Timothy F Jamison
Affiliations

Mechanistic implications of nickel-catalyzed reductive coupling of aldehydes and chiral 1,6-enynes

Ryan M Moslin et al. Org Lett. .

Abstract

[reaction: see text]. A study of nickel-catalyzed reductive coupling reactions of aldehydes and chiral 1,6-enynes has provided evidence for three distinct mechanistic pathways that govern regioselectivity in this transformation. In the absence of a phosphine additive, high regioselectivity and high diastereoselectivity are obtained as a direct result of coordination of both the alkyne and the olefin to the metal center during the C-C bond-forming step.

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