Nickel-Catalyzed Redox-Economical Coupling of Alcohols and Alkynes to Form Allylic Alcohols

We have developed a redox-economical coupling reaction of alcohols and alkynes to form allylic alcohols under mild conditions. The reaction is redox-neutral as well as redox-economical and thus free from any additives such as a reductant or an oxidant. This atom-economical coupling can be applied fo...

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Bibliographic Details
Published inJournal of the American Chemical Society Vol. 136; no. 22; pp. 7797 - 7800
Main Authors Nakai, Kenichiro, Yoshida, Yuji, Kurahashi, Takuya, Matsubara, Seijiro
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 04.06.2014
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
CYCLOADDITION
C BOND FORMATION
REDUCTIVE COUPLINGS
CARBONYL
TRANSFER HYDROGENATION
ALDEHYDES
LIGAND
REGIOSELECTIVITY
CYCLIZATION
HYDROACYLATION
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Summary:We have developed a redox-economical coupling reaction of alcohols and alkynes to form allylic alcohols under mild conditions. The reaction is redox-neutral as well as redox-economical and thus free from any additives such as a reductant or an oxidant. This atom-economical coupling can be applied for the conversion of both aliphatic and benzylic alcohols to the corresponding substituted allylic alcohols in a single synthetic operation.
Bibliography:KAKEN
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ISSN:0002-7863
1520-5126
DOI:10.1021/ja500666h