(E)-Specific direct Julia-olefination of aryl alcohols without extra reducing agents promoted by bases

An unprecedented base-promoted direct olefination of aryl alcohols with sulfones via a Julia-type reaction has been described. No extra reductants are needed for Julia reaction since alcohols work as double sources of aldehydes and the hydride. Generally high yields were given for both terminal and...

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Published inChemical communications (Cambridge, England) Vol. 51; no. 36; pp. 7729 - 7732
Main Authors Yao, Chuan-Zhi, Li, Qiang-Qiang, Wang, Mei-Mei, Ning, Xiao-Shan, Kang, Yan-Biao
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 04.05.2015
Subjects
Alcohols
Aldehydes
Aromatic compounds
Chemistry
Chemistry, Multidisciplinary
Hydrides
Olefins
Physical Sciences
Reducing agents
Science & Technology
Sulfones
Terminals
OXIDATION
DEHYDROGENATION
ALKENE SYNTHESIS
COMPLEXES
ALPHA-ALKYLATION
CONDENSATION
ELIMINATION
ALDEHYDES
ACCEPTORLESS
EFFICIENT
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Summary:An unprecedented base-promoted direct olefination of aryl alcohols with sulfones via a Julia-type reaction has been described. No extra reductants are needed for Julia reaction since alcohols work as double sources of aldehydes and the hydride. Generally high yields were given for both terminal and highly (E)-selective internal olefins.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc01965f