N-heterocyclic carbene catalyzed C-C bond cleavage in redox esterifications of chiral formylcyclopropanes

Angewandte Chemie - International Edition

Volumn 45, Issue 36, 2006, Pages 6021-6024

  Sohn, Stephanie S ^a   Bode, Jeffrey W ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Esterifications; N heterocyclic carbenes; Organocatalysis; Ring opening; Synthetic methods

Indexed keywords

N-HETEROCYCLIC CARBENES; ORGANOCATALYSIS; SYNTHETIC METHODS;

ACTIVATION ANALYSIS; CARBOXYLIC ACIDS; CATALYSIS; ESTERIFICATION; ESTERS; OXIDATION; REDOX REACTIONS; RING OPENING POLYMERIZATION; STOICHIOMETRY;

PROPANE;

CARBENE; CYCLOPROPANE DERIVATIVE; DRUG DERIVATIVE; FORMIC ACID; FORMIC ACID DERIVATIVE; HETEROCYCLIC COMPOUND; HYDROCARBON; METHANE;

ARTICLE; CATALYSIS; CHEMISTRY; ESTERIFICATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; OXIDATION REDUCTION REACTION;

CATALYSIS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CYCLOPROPANES; ESTERIFICATION; FORMIC ACIDS; HETEROCYCLIC COMPOUNDS; HYDROCARBONS; METHANE; OXIDATION-REDUCTION;

EID: 33748807069     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200601919     Document Type: Article

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39. The enantiomerically enriched substrate was prepared by a chiral NHC-catalyzed kinetic resolution of a racemic mixture of formylcyclopropanes; further studies on the use of chiral NHCs for the enantioselective transformation of formylcyclopropanes will be reported in due course. (Chemical Equation Presented)