Decarboxylative ketone aldol reactions: Development and mechanistic evaluation under metal-free conditions

Journal of Organic Chemistry

Volumn 74, Issue 16, 2009, Pages 6190-6198

  Blaquiere, Nicole ^a   Shore, Daniel G ^a   Rousseaux, Sophie ^a   Fagnou, Keith ^a  

^a UNIVERSITY OF OTTAWA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ACIDS; ADDITION REACTIONS; ALDEHYDES; CARBOXYLATION; CARBOXYLIC ACIDS; KETONES; SPECTROSCOPIC ANALYSIS; SYNTHESIS (CHEMICAL);

ALDOL REACTIONS; CATALYTIC QUANTITIES; CHEMICAL EQUATIONS; COUMARIN SYNTHESIS; ELECTROPHILES; EXPERIMENTAL EVIDENCE; MALONIC ACID; MECHANISTIC ANALYSIS; METAL-FREE CONDITIONS; NUCLEOPHILIC ADDITIONS; REACTION PATHWAYS; REVERSIBLE FORMATION; ROOM TEMPERATURE; SPECTROSCOPIC CHARACTERIZATION; THIOESTERS; TRIETHYLAMINES;

RATE CONSTANTS;

ALDEHYDE; COUMARIN; ELECTROPHILE; ESTER; KETONE; MALONIC ACID; METAL; NUCLEOPHILE; THIOESTER; TRIETHYLAMINE; AMINE; COUMARIN DERIVATIVE; MALONIC ACID DERIVATIVE;

ADDITION REACTION; ALDOL REACTION; ARTICLE; CHEMICAL BINDING; CONTROLLED STUDY; DECARBOXYLATION; MOLECULAR MECHANICS; PROTON NUCLEAR MAGNETIC RESONANCE; ROOM TEMPERATURE; STOICHIOMETRY; SYNTHESIS; CATALYSIS; CHEMISTRY; ELECTRON; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

ALDEHYDES; AMINES; CATALYSIS; COUMARINS; ELECTRONS; KETONES; MAGNETIC RESONANCE SPECTROSCOPY; MALONATES; METALS;

EID: 70349144936     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo901022j     Document Type: Article

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49. See the Supporting Information.
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51. Two equivalents of MAHO 3 were used to maximize product yield.