Rhodium-Catalyzed Selective anti-Markovnikov Addition of Carboxylic Acids to Alkynes

The selective intermolecular anti-Markovnikov addition of carboxylic acids to terminal alkynes yielding valuable Z-enol esters has been achieved for the first time under rhodium-catalyzed conditions. The catalyst system is applicable to a broad substrate scope and displays a wide functional group to...

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Bibliographic Details
Published inOrganic letters Vol. 12; no. 23; pp. 5498 - 5501
Main Authors Lumbroso, Alexandre, Vautravers, Nicolas R, Breit, Bernhard
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 03.12.2010
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ENOL ESTERS
GENERAL-SYNTHESIS
ACTIVATION
RUTHENIUM COMPLEXES
TERMINAL ALKYNES
TRANS-ADDITION
DIMERIZATION
CYCLIZATION
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Summary:The selective intermolecular anti-Markovnikov addition of carboxylic acids to terminal alkynes yielding valuable Z-enol esters has been achieved for the first time under rhodium-catalyzed conditions. The catalyst system is applicable to a broad substrate scope and displays a wide functional group tolerance.
Bibliography:ObjectType-Article-1
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content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol102365e