Organocatalytic asymmetric direct vinylogous aldol reactions of γ-crotonolactone with aromatic aldehydes.

Chem Commun (Camb)

Department of Chemistry, Memorial University, St. John's, Newfoundland, Canada A1B 3X7.

Published: January 2011

The direct aldol reaction of γ-crotonolactone and various aromatic aldehydes is catalyzed by bifunctional aminothiourea and aminosquaramide organocatalysts to provide diastereomerically and enantiomerically enriched 5-substituted 2(5H) furanones (γ-butenolides). The reaction is a simple alternative to the classical vinylogous aldol reaction of silyloxy furans.

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Source
http://dx.doi.org/10.1039/c0cc04191bDOI Listing

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