A very practical and selective method for PMB protection of alcohols

A very simple, practical and efficient one-step heterogeneous protocol for the PMB protection of alcohols using Amberlyst-15 has been developed. The stability and hazard issues regarding PMBCl and PMBBr are totally avoided by directly using anisyl alcohol for the protection. Alcohols are protected i...

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Bibliographic Details
Published inTetrahedron letters Vol. 53; no. 35; pp. 4683 - 4686
Main Authors Chavan, Subhash P., Harale, Kishor R.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 29.08.2012
Elsevier
Subjects
4-Methoxybenzyl alcohol
4-Methoxybenzyl protection
Alcohols
Amberlyst-15
Catalysts
Chemistry
Chemistry, Organic
Di-PMB protection
Diols
Hazards
Mono-PMB protection
Physical Sciences
Recyclability
Science & Technology
Stability
Tetrahedrons
4-Methoxybenzyl protection
Mono-PMB protection
4-Methoxybenzyl alcohol
Amberlyst-15
Di-PMB protection
ETHERS
CONVERSION
DEPROTECTION
MPM
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Summary:A very simple, practical and efficient one-step heterogeneous protocol for the PMB protection of alcohols using Amberlyst-15 has been developed. The stability and hazard issues regarding PMBCl and PMBBr are totally avoided by directly using anisyl alcohol for the protection. Alcohols are protected in very good yields. The selective mono-PMB protection of diols as well as di-PMB protection of diols was achieved in good yields, along with the demonstration of recyclability of the catalyst.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.06.084