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Direct Conversion of Primary Alcohols to 1,2-Amino Alcohols: Enantioselective Iridium-Catalyzed Carbonyl Reductive Coupling of Phthalimido-Allene via Hydrogen Auto-Transfer

Kim Spielmann, Ming Xiang, Leyah A. Schwartz, Michael J. Krische*

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

K. Spielmann, M. Xiang, L. A. Schwartz, M. J. Krische, J. Am. Chem. Soc., 2019, 141, 14136-14141.

DOI: 10.1021/jacs.9b08715 (free Supporting Information)


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Abstract

Phthalimido-allene and primary alcohols engage in an iridium-catalyzed enantioselective hydrogen auto-transfer-mediated carbonyl reductive coupling to provide vicinal amino alcohols with high levels of regio-, anti-diastereo-, and enantioselectivity.

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Key Words

1,2-amino alcohols


ID: J48-Y2019