Asymmetric Direct Vinylogous Aldol Reaction of Furanone Derivatives Catalyzed by an Axially Chiral Guanidine Base

Asymmetric Direct Vinylogous Aldol Reaction of Furanone Derivatives Catalyzed by an Axially Chiral Guanidine Base

Ace of Base: The first highly enantioselective direct vinylogous aldol reaction of dihalogenated or α‐thio‐substituted furanones with aldehydes utilizes an axially chiral guanidine base catalyst. The method provides facile access to enantioenriched γ‐substituted butenolides.

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Bibliographische Detailangaben
Veröffentlicht in:Angewandte Chemie (International ed.) 2010-03, Vol.49 (10), p.1858-1861
Hauptverfasser: Ube, Hitoshi, Shimada, Naoki, Terada, Masahiro
Format: Artikel
Sprache:eng
Schlagworte:
aldol reaction
asymmetric catalysis
butenolides
guanidine
organocatalysis
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Beschreibung
Zusammenfassung:Ace of Base: The first highly enantioselective direct vinylogous aldol reaction of dihalogenated or α‐thio‐substituted furanones with aldehydes utilizes an axially chiral guanidine base catalyst. The method provides facile access to enantioenriched γ‐substituted butenolides.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200906647