Merging N‐Heterocyclic Carbene Catalysis and Single Electron Transfer: A New Strategy for Asymmetric Transformations

Radical chemistry meets NHCs: NHC catalysis and single electron oxidants have been merged in several transformations, allowing the synthesis of useful β‐hydroxy esters, cyclopentanones, and spirocyclic γ‐lactones in a highly stereoselective manner. The key step is the oxidation of the NHC homoenolat...

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Bibliographic Details
Published in:	Angewandte Chemie International Edition Vol. 56; no. 14; pp. 3754 - 3756
Main Authors:	Zhao, Kun, Enders, Dieter
Format:	Journal Article
Language:	English
Published:	Germany Wiley Subscription Services, Inc 27-03-2017
Edition:	International ed. in English
Subjects:	asymmetric catalysis Catalysis Electron transfer Electrons Esters Lactones N-heterocyclic carbenes organocatalysis Oxidants Oxidation Oxidizing agents radicals single electron transfer Single electrons Stereoselectivity organocatalysis asymmetric catalysis radicals single electron transfer N-heterocyclic carbenes
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Summary:	Radical chemistry meets NHCs: NHC catalysis and single electron oxidants have been merged in several transformations, allowing the synthesis of useful β‐hydroxy esters, cyclopentanones, and spirocyclic γ‐lactones in a highly stereoselective manner. The key step is the oxidation of the NHC homoenolate equivalent to a radical species via a single‐electron transfer process (see scheme).
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	1433-7851 1521-3773
DOI:	10.1002/anie.201700370