Functional Group Tolerable Synthesis of Allylsilanes through Copper-Catalyzed γ-Selective Allyl–Alkyl Coupling between Allylic Phosphates and Alkylboranes

Abstract

A copper-catalyzed γ-selective allyl–alkyl coupling between γ-silylated allylic phosphates and alkylboron compounds (alkyl-9-BBN, prepared by hydroboration of alkenes with 9-BBN-H) produced allylsilanes. The reaction tolerated various functional groups in both the alkylboranes and the allylic phosphates, and afforded functionalized allylsilanes.

Key words

allylsilane - copper - allylic substitution - alkylborane - regioselectivity

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