Asymmetric Synthesis of Diarylmethanols by Rh(I)-Catalyzed Arylation of Aromatic Aldehydes with Arylboronic Acid

Kiyoto Suzuki; Kazuhiro Kondo; Toyohiko Aoyama

doi:10.1055/s-2006-926391

PAPER

Asymmetric Synthesis of Diarylmethanols by Rh(I)-Catalyzed Arylation of Aromatic Aldehydes with Arylboronic Acid

Kiyoto Suzuki, Kazuhiro Kondo*, Toyohiko Aoyama*
Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya 467-8603, Japan
e-Mail: kazuk@phar.nagoya-cu.ac.jp; e-Mail: aoyama@phar.nagoya-cu.ac.jp;

Abstract

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Abstract

Asymmetric synthesis of diarylmethanols by Rh(I)-catalyzed arylation of aromatic aldehydes with arylboronic acids, is described. A catalyst comprised of [RhCl(coe)₂]₂ and i-Pr-DuPHOS affords diarylmethanols with up to 66% ee. To the best of our knowledge this is the best enantioselectivity reported for Rh-catalyzed arylation of aldehydes.

Key words

Rh-catalyzed arylation - diarylmethanol - arylboronic acid - DuPHOS - aldehyde

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