Titanium(IV)-Catalyzed Dynamic Kinetic Asymmetric Transformation of Alcohols, Silyl Ethers, and Acetals under Carbon Allylation

Titanium(IV)-Catalyzed Dynamic Kinetic Asymmetric Transformation of Alcohols, Silyl Ethers, and Acetals under Carbon Allylation

High yields and enantioselectivities are obtained in a dynamic kinetic asymmetric transformation in which the CO bond of alcohols, silyl ethers, and acetals are substituted by a CC bond. For example, the racemic indanyl silyl ether 1 is converted into (S)‐2 in the presence of the chiral Lewis acid...

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Veröffentlicht in:Angewandte Chemie International Edition 2004-01, Vol.43 (4), p.514-517
Hauptverfasser: Braun, Manfred, Kotter, Wolfgang
Format: Artikel
Sprache:eng
Schlagworte:
allylation
asymmetric catalysis
CC coupling
Lewis acids
nucleophilic substitution
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Beschreibung
Zusammenfassung:High yields and enantioselectivities are obtained in a dynamic kinetic asymmetric transformation in which the CO bond of alcohols, silyl ethers, and acetals are substituted by a CC bond. For example, the racemic indanyl silyl ether 1 is converted into (S)‐2 in the presence of the chiral Lewis acidic TiIV complex 3.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200352128