Aldehyde        allylation with allylboronates providing α-addition products

Shū Kobayashi; Toshimitsu Endo; Uwe Schneider; Masaharu Ueno

doi:10.1039/B924527H

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Aldehydeallylation with allylboronates providing α-addition products†

Shū Kobayashi,*^a Toshimitsu Endo,^a Uwe Schneider^a and Masaharu Ueno^a

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* Corresponding authors

^a Department of Chemistry, School of Science and Graduate School of Pharmaceutical Sciences, The University of Tokyo, The HFRE Division, ERATO, Japan and Science Technology Agency (JST), Hongo, Bunkyo-ku, Tokyo 113-0033, Japan
E-mail: shu_kobayashi@chem.s.u-tokyo.ac.jp
Fax: +81-3-5684-0634

Abstract

Zn(OH)₂-catalyzed allylation reactions of allylboronates with aldehydes proceeded smoothly in aqueous media; when α-substituted allylboronates were employed, the α-addition products were obtained exclusively, and syn-adducts were formed selectively in most cases; the use of Zn(OH)₂ with dmp (ligand) in aqueous media is the key to these reactions.

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Supplementary files

Experimental section and spectroscopic data PDF (469K)

Article information

DOI: https://doi.org/10.1039/B924527H
Article type: Communication
Submitted: 23 Nov 2009
Accepted: 04 Jan 2010
First published: 18 Jan 2010

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Chem. Commun., 2010,46, 1260-1262

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Aldehyde allylation with allylboronates providing α-addition products

S. Kobayashi, T. Endo, U. Schneider and M. Ueno, Chem. Commun., 2010, 46, 1260 DOI: 10.1039/B924527H

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