Practical de-O-acylation reactions promoted by molecular sieves

K. P. Ravindranathan Kartha; Balaram Mukhopadhyay; Robert A. Field

doi:10.1016/j.carres.2003.11.021

Practical de-O-acylation reactions promoted by molecular sieves

K. P. Ravindranathan Kartha
, Balaram Mukhopadhyay
, Robert A. Field

School of Chemistry, Pharmacy and Pharmacology

Research output: Contribution to journal › Article › peer-review

31 Citations (Scopus)

Abstract

Methanol dried extensively over molecular sieves, or methanol in combination with powdered molecular sieves, serves as a good acceptor for acyl transfer reactions. Several O-acetylated and O-benzoylated sugar derivatives were efficiently de-O-acylated using this approach. In the case of per-O-acetylated N-acetylglucosamine, selective anomeric deprotection could be effected in high yield.

Original language	English
Pages (from-to)	729-732
Number of pages	4
Journal	Carbohydrate Research
Volume	339
Issue number	3
Early online date	17 Dec 2003
DOIs	https://doi.org/10.1016/j.carres.2003.11.021
Publication status	Published - 25 Feb 2004

Keywords

Alcohols
Deacetylation
Molecular sieves

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10.1016/j.carres.2003.11.021

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title = "Practical de-O-acylation reactions promoted by molecular sieves",

abstract = "Methanol dried extensively over molecular sieves, or methanol in combination with powdered molecular sieves, serves as a good acceptor for acyl transfer reactions. Several O-acetylated and O-benzoylated sugar derivatives were efficiently de-O-acylated using this approach. In the case of per-O-acetylated N-acetylglucosamine, selective anomeric deprotection could be effected in high yield.",

keywords = "Alcohols, Deacetylation, Molecular sieves",

author = "Kartha, \{K. P. Ravindranathan\} and Balaram Mukhopadhyay and Field, \{Robert A.\}",

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AU - Mukhopadhyay, Balaram

AU - Field, Robert A.

N1 - Funding Information: MRC, EPSRC and the Weston Foundation.

PY - 2004/2/25

Y1 - 2004/2/25

N2 - Methanol dried extensively over molecular sieves, or methanol in combination with powdered molecular sieves, serves as a good acceptor for acyl transfer reactions. Several O-acetylated and O-benzoylated sugar derivatives were efficiently de-O-acylated using this approach. In the case of per-O-acetylated N-acetylglucosamine, selective anomeric deprotection could be effected in high yield.

AB - Methanol dried extensively over molecular sieves, or methanol in combination with powdered molecular sieves, serves as a good acceptor for acyl transfer reactions. Several O-acetylated and O-benzoylated sugar derivatives were efficiently de-O-acylated using this approach. In the case of per-O-acetylated N-acetylglucosamine, selective anomeric deprotection could be effected in high yield.

KW - Alcohols

KW - Deacetylation

KW - Molecular sieves

UR - https://www.scopus.com/pages/publications/0842309174

U2 - 10.1016/j.carres.2003.11.021

DO - 10.1016/j.carres.2003.11.021

M3 - Article

C2 - 15013413

AN - SCOPUS:0842309174

SN - 0008-6215

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SP - 729

EP - 732

JO - Carbohydrate Research

JF - Carbohydrate Research

IS - 3

ER -

Practical de-O-acylation reactions promoted by molecular sieves

Abstract

Keywords

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