Issue 4, 2001

Influence of phase transfer catalyst structure on the E:Z ratio in the O-alkylation of an enolate

Abstract

Both C-  [italic v (to differentiate from Times ital nu)]s. O-alkylations and Z [italic v (to differentiate from Times ital nu)]s. E enol ether formation from 2-methyl-1,3-diphenylpropane-1,3-dione (1) can be influenced by the structure of the phase transfer catalyst. O-Methylation is the major process in the PTC reaction of 1 with dimethyl sulfate. The E:Z product ratio can be varied between roughly 1:1 and 4:96 by use of different catalysts. This is only the fifth type of conversion in which the catalyst structure can exert a decisive influence.

Article information

Article type
Paper
Submitted
20 Sep 2000
Accepted
23 Jan 2001
First published
14 Mar 2001

New J. Chem., 2001,25, 588-590

Influence of phase transfer catalyst structure on the E:Z ratio in the O-alkylation of an enolate

E. V. Dehmlow, M. Kaiser and J. Bollhöfer, New J. Chem., 2001, 25, 588 DOI: 10.1039/B100880N

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