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Pd-Catalyzed Three-Component Reaction of 3-(Pinacolatoboryl)ally Acetates, Aldehydes, and Organoboranes: A New Entry to Stereoselective Synthesis of (Z)-anti-Homoallylic Alcohols

Yoshikazu Horino*, Ataru Aimono and Hitoshi Abe

*Department of Applied Chemistry, Graduate School of Science and Engineering, University of Toyama, Gofuku, Toyama 930-8555, Japan, Email: horinoeng.u-toyama.ac.jp

Y. Horino, A. Aimono, H. Abe, Org. Lett., 2015, 17, 2824-2827.

DOI: 10.1021/acs.orglett.5b01244



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Abstract

A Pd-catalyzed three-component reaction of 3-(pinacolatoboryl)allyl acetates, aldehydes, and organoboranes provides (Z)-anti-homoallylic alcohols with high levels of diastereoselectivity and alkene stereocontrol.

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Key Words

allylation, vinylation, multicomponent reactions


ID: J54-Y2015