Benzyl Protection of Phenols under Neutral Conditions: Palladium-Catalyzed Benzylations of Phenols

Benzyl protection of phenols under neutral conditions was achieved by using a Pd(η3-C3H5)Cp–DPEphos catalyst. The palladium catalyst efficiently converted aryl benzyl carbonates into benzyl-protected phenols through the decarboxylative etherification. Alternatively, the nucleophilic substitution of...

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Bibliographic Details
Published inOrganic letters Vol. 10; no. 10; pp. 1979 - 1982
Main Authors Kuwano, Ryoichi, Kusano, Hiroki
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 15.05.2008
Amer Chemical Soc
Subjects
Benzene Derivatives - chemistry
Catalysis
Chemistry
Chemistry, Organic
Ethers - chemical synthesis
Ethers - chemistry
Ligands
Molecular Structure
Organometallic Compounds - chemistry
Palladium - chemistry
Phenols - chemistry
Physical Sciences
Science & Technology
Stereoisomerism
ALCOHOLS
CARBONATES
LIGANDS
ALKYLATION
MALONATE
NUCLEOPHILIC-SUBSTITUTION
ESTERS
ETHERIFICATION
REGIOSELECTIVITY
DERIVATIVES
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Summary:Benzyl protection of phenols under neutral conditions was achieved by using a Pd(η3-C3H5)Cp–DPEphos catalyst. The palladium catalyst efficiently converted aryl benzyl carbonates into benzyl-protected phenols through the decarboxylative etherification. Alternatively, the nucleophilic substitution of benzyl methyl carbonates with phenols proceeded in the presence of the catalyst, yielding aryl benzyl ethers.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol800548t