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

• DOI: 10.1021/jacs.8b05126
• Publication Date: 2018-05-25T14:30:52Z
• Authors: Sheng-Biao Tang; Xiao Zhang; Hang-Fei Tu; Shu-Li You
• Keywords: Tsuji–Trost reaction

Highly regio- and enantioselective rhodium-catalyzed allylic alkylation of 1,3-diketones with racemic secondary alcohols is reported. In the presence a Rh-catalyst derived from Carreira (P, olefin)-ligand TFA as an additive, chiral branched α-allylated could be obtained in good to excellent yields, enantioselectivity (b/l > 19/1, 86–98% ee). The direct utilization allyl electrophiles represents improvement viewpoint atom economy. Both aryl- aliphatic-substituted are suitable substrates reaction outcomes. This features mild conditions, broad substrate scope, readily available substrates.