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Updated: May 1, 2026

Retropinacol/Cross-pinacol Coupling Reactions - A Catalytic Access to 1,2-Unsymmetrical Diols
Published on: April 4, 2014
Asymmetric addition of triethylaluminium to aromatic aldehydes catalyzed by titanium-(5,5'-biquinoline-6,6'-diol)
Qian Chen1, Jun Ou, Guo-Shu Chen
1School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou, China.
Abstract:
A novel convenient procedure for the resolution of 5,5'-biquinoline-6,6'-diol (BIQOL) was achieved by separating the corresponding diastereomeric mixture of (S)-(+)-camphorsulfonates on a semiprepared XDB-C8 column followed by hydrolysis. The efficient asymmetric addition of triethylaluminium to aromatic aldehydes catalyzed by Ti-(+)/(-)BIQOL complexes under mild conditions is described. The reactions led to the formation of 1-arylpropan-1-ol in up to 87.5% ee.
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