Iminopyridine Oxazoline Iron Catalyst for Asymmetric Hydroboration of 1,1-Disubtituted Aryl Alkenes

The highly regio- and enantioselective iron-catalyzed anti-Markovnikov hydroboration of 1,1-disubstituted aryl alkenes is reported by using a novel chiral iminopyridine oxazoline (IPO) ligand, in which the iminopyridine group is proposed to stabilize the iron and chiral oxazoline group to control en...

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Bibliographic Details
Published inOrganic letters Vol. 16; no. 24; pp. 6452 - 6455
Main Authors Chen, Jianhui, Xi, Tuo, Lu, Zhan
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 19.12.2014
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
TERTIARY BORONIC ESTERS
SECONDARY ALCOHOLS
HYDROGENATION
CONVERSION
OLEFINS
REGIO
OPTIMIZATION
ENANTIOSELECTIVE HYDROBORATION
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Summary:The highly regio- and enantioselective iron-catalyzed anti-Markovnikov hydroboration of 1,1-disubstituted aryl alkenes is reported by using a novel chiral iminopyridine oxazoline (IPO) ligand, in which the iminopyridine group is proposed to stabilize the iron and chiral oxazoline group to control enantioselectivity. This distinct class of reactive IPO ligands will likely be of high value for a large variety of asymmetric transformations using first-row transition metals.
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol503282r