Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 9, Pages 2441-2444Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201711390
Keywords
alpha-chiral ketones; boronic esters; protodeborylation; radical polar crossover reactions
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Funding
- European Research Council ERC [692640]
- Fonds der Chemischen Industrie
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Vinyl boron ate complexes of enantioenriched secondary alkyl pinacolboronic esters undergo stereospecific radical-induced 1,2-migration in radical polar crossover reactions. In this three-component process various commercially available alkyl iodides act as radical precursors and light is used for chain initiation. Subsequent oxidation and protodeborylation leads to valuable alpha-chiral ketones and chiral alkanes, respectively, with excellent enantiopurity.
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