Chiral Boron-Bridged Bisoxazolines: Readily Available Anionic Ligands for Asymmetric Catalysis

Asymmetric cyclopropanation and monobenzoylation reactions of meso diols employing borabox catalysts 1 (M=Cu) result in high enantioselectivities. The borabox ligands are anionic analogues of the bisoxazolines 2 and are readily prepared by lithiation of oxazolines and subsequent trapping with boron...

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Bibliographic Details
Published inAngewandte Chemie International Edition Vol. 44; no. 31; pp. 4888 - 4891
Main Authors Mazet, Clément, Köhler, Valentin, Pfaltz, Andreas
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 05.08.2005
WILEY‐VCH Verlag
Wiley
Subjects
acylation
asymmetric catalysis
Chemistry
Chemistry, Multidisciplinary
copper
diazo compounds
N ligands
Physical Sciences
Science & Technology
N ligands
ACTIVATION
CYCLOPROPANATION
copper
asymmetric catalysis
diazo compounds
ADDITIONS
acylation
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Summary:Asymmetric cyclopropanation and monobenzoylation reactions of meso diols employing borabox catalysts 1 (M=Cu) result in high enantioselectivities. The borabox ligands are anionic analogues of the bisoxazolines 2 and are readily prepared by lithiation of oxazolines and subsequent trapping with boron halides. The considerable potential of borabox ligands in asymmetric catalysis is shown.
Bibliography:ArticleID:ANIE200501111
ark:/67375/WNG-F7BZK2W5-H
Financial support from the Swiss National Science Foundation is gratefully acknowledged. We thank Markus Neuburger for the crystal-structure analyses.
istex:F5F5F288B77D28DE7E81A0A17327A7672D9E6B6A
Financial support from the Swiss National Science Foundation is gratefully acknowledged. We thank Markus Neuburger for the crystal‐structure analyses.
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200501111