Triarylborane Ammonia Complexes as Ideal Precursors for Arylzinc Reagents in Asymmetric Catalysis

The value of arylboranes as precursors for arylzinc reagents in asymmetric catalysis is demonstrated. Kinetic studies on the transmetalation reaction with zinc reagents rationalize the observed differences of three classes of arylboranes in catalytic applications. By using the stable and easily acce...

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Bibliographic Details
Published in:Organic letters 2005-10, Vol.7 (21), p.4597-4600
Main Authors: Dahmen, Stefan, Lormann, Matthias
Format: Article
Language:English
Subjects:
Benzyl Alcohols - chemical synthesis
Benzyl Alcohols - chemistry
Boranes - chemistry
Catalysis
Molecular Structure
Organometallic Compounds - chemistry
Quaternary Ammonium Compounds - chemistry
Zinc - chemistry
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Summary:The value of arylboranes as precursors for arylzinc reagents in asymmetric catalysis is demonstrated. Kinetic studies on the transmetalation reaction with zinc reagents rationalize the observed differences of three classes of arylboranes in catalytic applications. By using the stable and easily accessible triarylborane ammonia complexes, an array of chiral diarylmethanols in high yield and enantioselectivity was synthesized.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0515659