Issue 89, 2012
From the journal:

Chemical Communications

General switch in regioselectivity in the Mukaiyama aldol reaction of silyloxyfuran with aldehydes in aqueous solvents†

Marta Woyciechowska,a   Gwenael Forcher,a   Szymon Budaa  and  Jacek Mlynarski*ab  

* Corresponding authors

a Faculty of Chemistry, Jagiellonian University, Ingardena 3, 30-060 Kraków, Poland

b Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland
E-mail: jacek.mlynarski@gmail.com

Abstract

An unexpected yet disciplined course of catalytic Mukaiyama-aldol reaction instead of the expected vinylogous Mukaiyama-aldol reaction has been observed for the reaction of silyloxyfuran with various aldehydes under Lewis acid catalytic control in water-containing solvents.

Graphical abstract: General switch in regioselectivity in the Mukaiyama aldol reaction of silyloxyfuran with aldehydes in aqueous solvents

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Article information

DOI
https://doi.org/10.1039/C2CC36656H
Article type
Communication
Submitted
30 Jul 2012
Accepted
20 Sep 2012
First published
26 Sep 2012

Chem. Commun., 2012,48, 11029-11031

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General switch in regioselectivity in the Mukaiyama aldol reaction of silyloxyfuran with aldehydes in aqueous solvents

M. Woyciechowska, G. Forcher, S. Buda and J. Mlynarski, Chem. Commun., 2012, 48, 11029 DOI: 10.1039/C2CC36656H

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