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Updated: Feb 11, 2026

Retropinacol/Cross-pinacol Coupling Reactions - A Catalytic Access to 1,2-Unsymmetrical Diols
Published on: April 4, 2014
Alkylative kinetic resolution of vicinal diols under phase-transfer conditions: a chiral ammonium borinate catalysis
Martin Pawliczek1, Takuya Hashimoto1, Keiji Maruoka1
1Department of Chemistry , Graduate School of Science , Kyoto University , Sakyo , Kyoto , 606-8502 , Japan . Email: takuya@kuchem.kyoto-u.ac.jp ;
Abstract:
Herein, we report the first alkylative kinetic resolution of vicinal alcohols realized by cooperative use of a chiral quaternary ammonium salt and an achiral borinic acid. In addition, a catalytic regioselective alkylation of a secondary alcohol in the presence of an unprotected primary one is presented, emphasizing the unique selectivity and potential of this ammonium borinate catalysis.
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