Catalytic Enantioselective α-Acylvinyl Anion Reactions of Silyloxyallenes

Catalytic Enantioselective α-Acylvinyl Anion Reactions of Silyloxyallenes

Alternatives with silicon: The enantioselective Lewis acid catalyzed addition of racemic silyloxyallenes to aldehydes is reported. A {(salen)CrIII} complex efficiently catalyzes the reaction of these α‐acylvinyl anion equivalents (see scheme) with excellent enantioselectivity, high yield, and superb...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2007-01, Vol.46 (41), p.7806-7809
Hauptverfasser: Reynolds, Troy E, Scheidt, Karl A
Format: Artikel
Sprache:eng
Schlagworte:
Acylation
acylvinyl anions
Aldehydes - chemistry
Alkadienes - chemistry
Anions - chemistry
asymmetric catalysis
Catalysis
chromium
Indans - chemistry
Molecular Structure
Oxygen - chemistry
silicon
Silicon Dioxide - chemistry
Stereoisomerism
synthetic methods
Vinyl Compounds - chemistry
Water - chemistry
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Zusammenfassung:Alternatives with silicon: The enantioselective Lewis acid catalyzed addition of racemic silyloxyallenes to aldehydes is reported. A {(salen)CrIII} complex efficiently catalyzes the reaction of these α‐acylvinyl anion equivalents (see scheme) with excellent enantioselectivity, high yield, and superb control over the configuration of the resulting double bond.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200702818