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Regio- and Enantioselective Rhodium-Catalyzed Allylic Alkylation of Racemic Allylic Alcohols with 1,3-Diketones

Sheng-Biao Tang, Xiao Zhang, Hang-Fei Tu and Shu-Li You*

*Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China, Email: slyousioc.ac.cn

S.-B. Tang, X. Zhang, H.-F. Tu, S.-L. You, J. Am. Chem. Soc., 2018, 140, 7737-7742.

DOI: 10.1021/jacs.8b05126


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Abstract

A highly regio- and enantioselective rhodium-catalyzed allylic alkylation of 1,3-diketones with racemic secondary allylic alcohols provides chiral branched α-allylated 1,3-diketones in very good yields. Both aryl- and aliphatic-substituted allyl alcohols are suitable substrates. This reaction offers mild conditions, broad substrate scope, and readily available substrates.

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Key Words

allylation


ID: J48-Y2018