Redox-Neutral Atom-Economic Rhodium-Catalyzed Coupling of Terminal Alkynes with Carboxylic Acids Toward Branched Allylic Esters

A new method for the preparation of a wide range of branched allylic esters from terminal alkynes that proceeds via a redox-neutral propargylic CH activation employing a rhodium(I)/DPEphos catalyst is reported.

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Bibliographic Details
Published inJournal of the American Chemical Society Vol. 133; no. 8; pp. 2386 - 2389
Main Authors Lumbroso, Alexandre, Koschker, Philipp, Vautravers, Nicolas R, Breit, Bernhard
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 02.03.2011
Amer Chemical Soc
Subjects
Alkynes - chemistry
Allyl Compounds - chemical synthesis
Allyl Compounds - chemistry
Carboxylic Acids - chemistry
Catalysis
Chemistry
Chemistry, Multidisciplinary
Esters - chemical synthesis
Esters - chemistry
Molecular Structure
Oxidation-Reduction
Physical Sciences
Rhodium - chemistry
Science & Technology
Stereoisomerism
ORGANIC-SYNTHESIS
SUBSTITUTION
ENANTIOSELECTIVE SYNTHESIS
ALKYLATION
REGIOSELECTIVE SYNTHESIS
C-H OXIDATION
OLEFINS
COPPER(I) ALKOXIDES
ETHERIFICATION
ASYMMETRIC TOTAL-SYNTHESIS
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Summary:A new method for the preparation of a wide range of branched allylic esters from terminal alkynes that proceeds via a redox-neutral propargylic CH activation employing a rhodium(I)/DPEphos catalyst is reported.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0002-7863
1520-5126
DOI:10.1021/ja1108613