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Updated: Jul 16, 2026

Retropinacol/Cross-pinacol Coupling Reactions - A Catalytic Access to 1,2-Unsymmetrical Diols
Published on: April 4, 2014
Reaction optimization using solid-phase catalysis-CD HTS: Nb-imidazoline-Cu(I)-catalyzed asymmetric benzoylation of
Takayoshi Arai1, Tomoe Mizukami, Akira Yanagisawa
1Department of Chemistry, Faculty of Science, Chiba University, Inage 263-8522, Japan. tarai@faculty.chiba-u.jp
Abstract:
Catalytic asymmetric benzoylation of 1,2-diols has been developed using a solid-phase asymmetric catalyst. The reaction conditions were optimized by the screening of different metal salts, solvents, bases, and temperatures. High-throughput screening was performed using circular dichroism detection, and the results revealed that Nb-imidazoline-copper(I) in combination with diisopropylethylamine was able to catalyze with high enantioselectivity, giving the monobenzoylated products in high yields and excellent enantiomeric excesses of up to 95% ee. [reaction: see text]
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