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Synthesis 2006(19): 3238-3242
DOI: 10.1055/s-2006-950184
DOI: 10.1055/s-2006-950184
PAPER
© Georg Thieme Verlag Stuttgart · New York
l-Proline-Catalyzed One-Pot Three-Component Reaction for the Synthesis of β-Alkoxy Ketones
Weitere Informationen
Received
5 May 2006
Publikationsdatum:
15. August 2006 (online)
Publikationsverlauf
Publikationsdatum:
15. August 2006 (online)
Abstract
β-Alkoxy ketones were prepared by a one-pot three-component reaction of aliphatic aldehydes, ketones, and alcohols catalyzed by l-proline. Steric effects on the reaction were studied with substituted ketones, aldehydes, and alcohols, and the results indicate that reactions employing methyl ketones, α-unsubstituted aliphatic aldehydes and methanol produce the β-alkoxy ketones in the best yields when l-proline is used as the catalyst. The reaction mechanism is discussed.
Key words
β-alkoxy ketones - aldehydes - alcohols - one-pot reaction - aldol reactions - Mannich addition
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