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Enantioselective Ruthenium-Catalyzed Carbonyl Allylation via Alkyne-Alcohol C-C Bond-Forming Transfer Hydrogenation: Allene Hydrometalation vs Oxidative Coupling

Tao Liang, Khoa D. Nguyen, Wandi Zhang and Michael J. Krische*

*Department of Chemistry, University of Texas at Austin, Austin, Texas 78712, United States, Email: mkrischemail.utexas.edu

T. Liang, K. D. Ngyuen, W. Zhang, M. J. Krische, J. Am. Chem. Soc., 2015, 137, 3161-3164.

DOI: 10.1021/jacs.5b00747 (free Supporting Information)


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Abstract

Chiral ruthenium(II) complexes catalyze a highly regio-, diastereo-, and enantioselective reaction of alkynes with primary alcohols to form homoallylic alcohols. In this enantioselective carbonyl allylation, alkynes serve as allylmetal equivalents.

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Key Words

homoallylic alcohols


ID: J48-Y2015