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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 27, 1997 - Issue 7
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Original Articles

Lanthanide(III) Promoted Aldol Condensation of Enones and Aldehydes1

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Pages 1191-1197 | Received 27 Aug 1996, Published online: 22 Aug 2006
 

Abstract

The first lanthanide (III) mediated α′-alkylation of MVK with aldehydes is described. This methodology allows the efficient preparation of a number of synthetically important hydroxyenones.

Notes

Dedicated to Professor J. D. Winkler, an inspiring teacher to whom we are very grateful.

(a) Excess MVK enolate and/or lanthanides did not improve the yield.

All new compounds were characterized by full spectroscopic data (1H, 13C NMR, IR, MS, and HRMS). Yields refer to spectroscopically and chromatographically purified (>95%) materials.

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