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Updated: Apr 4, 2026

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Synthesis of Adjacent Quaternary Stereocenters by Catalytic Asymmetric Allylboration
Rauful Alam1, Tobias Vollgraff1, Lars Eriksson1
1Department of Organic Chemistry and ‡Department of Materials and Environmental Chemistry, Stockholm University , SE-106 91 Stockholm, Sweden.
Abstract:
Allylboration of ketones with γ-disubstituted allylboronic acids is performed in the presence of chiral BINOL derivatives. The reaction is suitable for single-step creation of adjacent quaternary stereocenters with high selectivity. We show that, with an appropriate choice of the chiral catalyst and the stereoisomeric prenyl substrate, full control of the stereo- and enantioselectivity is possible in the reaction.
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