Double Molecular Recognition with Aminoorganoboron Complexes: Selective Alcoholysis of β-Dicarbonyl Derivatives

Double duty: Aminoorganoboron (AOB) complexes recognize alcohol and β‐dicarbonyl units, and thereby facilitate chemo‐ and site‐selective alcoholysis of the latter (see scheme). The complex activates both reaction partners. This strategy enables CC, CN, and CO bond cleavage in addition/elimination...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2012-05, Vol.51 (22), p.5395-5399
Main Authors: Oishi, Shunsuke, Saito, Susumu
Format: Article
Language:English
Subjects:
alcohols
Alcohols - chemistry
boron
Boron Compounds - chemistry
Catalysis
Hydrocarbons, Halogenated - chemistry
hydrogen bonds
molecular recognition
Molecular Structure
synthetic methods
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Summary:Double duty: Aminoorganoboron (AOB) complexes recognize alcohol and β‐dicarbonyl units, and thereby facilitate chemo‐ and site‐selective alcoholysis of the latter (see scheme). The complex activates both reaction partners. This strategy enables CC, CN, and CO bond cleavage in addition/elimination reactions under near neutral pH conditions and provides a new method for functional group conversions.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201200304