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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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
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Abstract 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.
AbstractList Benzyl protection of phenols under neutral conditions was achieved by using a Pd(eta(3)-C(3)H(5))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.
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.
Benzyl protection of phenols under neutral conditions was achieved by using a Pd(eta3-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.
Author Kusano, Hiroki
Kuwano, Ryoichi
Author_xml – sequence: 1
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  surname: Kuwano
  fullname: Kuwano, Ryoichi
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  givenname: Hiroki
  surname: Kusano
  fullname: Kusano, Hiroki
BackLink https://www.ncbi.nlm.nih.gov/pubmed/18402462$$D View this record in MEDLINE/PubMed
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Issue 10
Keywords ALCOHOLS
CARBONATES
LIGANDS
ALKYLATION
MALONATE
NUCLEOPHILIC-SUBSTITUTION
ESTERS
ETHERIFICATION
REGIOSELECTIVITY
DERIVATIVES
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Snippet 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 protection of phenols under neutral conditions was achieved by using a Pd(eta(3)-C(3)H(5))Cp-DPEphos catalyst. The palladium catalyst efficiently...
Benzyl protection of phenols under neutral conditions was achieved by using a Pd(eta3-C3H5)Cp-DPEphos catalyst. The palladium catalyst efficiently converted...
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StartPage 1979
SubjectTerms 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
Title Benzyl Protection of Phenols under Neutral Conditions: Palladium-Catalyzed Benzylations of Phenols
URI http://dx.doi.org/10.1021/ol800548t
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https://www.ncbi.nlm.nih.gov/pubmed/18402462
https://search.proquest.com/docview/69190484
Volume 10
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