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Updated: Jan 25, 2026

Retropinacol/Cross-pinacol Coupling Reactions - A Catalytic Access to 1,2-Unsymmetrical Diols
Published on: April 4, 2014
Triarylalkenes from the site-selective reductive cross-coupling of benzophenones and aldehydes
Anna I Arkhypchuk1, Nicolas D'Imperio1, Sascha Ott1
1Department of Chemistry - Ångström Laboratory, Uppsala University, Lägerhyddsvägen 1, 75120 Uppsala, Sweden. Sascha.ott@kemi.uu.se.
Abstract:
PhP(Li)TMS converts benzophenones to phosphaalkenes which upon activation under oxidizing, basic conditions react with aromatic aldehydes under the formation of triarylalkenes. The one-pot reaction omits transition metals, proceeds at room temperature and precludes the formation of any homo-coupling products. Systematic substrate variations reveal reactivity patterns that are useful for the identification of ketone/aldehyde combinations that can be coupled in yields up to 80%.
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