Practical and efficient acylation and tosylation of sterically hindered alcohols catalyzed with 1-methylimidazole

Qin Pei Wu; Hua Liu; Hai Xia Liu; Xi Chen; Hao Wang; Qing Shan Zhang; Yun Zheng Li

Practical and efficient acylation and tosylation of sterically hindered alcohols catalyzed with 1-methylimidazole

Qin Pei Wu^*, Hua Liu, Hai Xia Liu, Xi Chen, Hao Wang, Qing Shan Zhang, Yun Zheng Li

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Beijing Institute of Technology

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

6 Citations (Scopus)

Abstract

Acylation of sterically hindered alcohols is frequently encountered in synthetic chemistry. An efficient and mild procedure for tosylation and esterification of sterically hindered hydroxyl groups with p-TsCl, Ac₂O and Bz₂O in the presence of 1-methylimidazole is described. It was observed that auxiliary base, triethylamine, accelerates the acylation reaction.

Original language	English
Pages (from-to)	55-59
Number of pages	5
Journal	Chemical Research in Chinese Universities
Volume	26
Issue number	1
Publication status	Published - 2010

Keywords

Esterification
Imidazole
Nucleophilic catalysis
Organocatalysis

Cite this

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title = "Practical and efficient acylation and tosylation of sterically hindered alcohols catalyzed with 1-methylimidazole",

abstract = "Acylation of sterically hindered alcohols is frequently encountered in synthetic chemistry. An efficient and mild procedure for tosylation and esterification of sterically hindered hydroxyl groups with p-TsCl, Ac2O and Bz2O in the presence of 1-methylimidazole is described. It was observed that auxiliary base, triethylamine, accelerates the acylation reaction.",

keywords = "Esterification, Imidazole, Nucleophilic catalysis, Organocatalysis",

author = "Wu, \{Qin Pei\} and Hua Liu and Liu, \{Hai Xia\} and Xi Chen and Hao Wang and Zhang, \{Qing Shan\} and Li, \{Yun Zheng\}",

year = "2010",

language = "English",

volume = "26",

pages = "55--59",

journal = "Chemical Research in Chinese Universities",

issn = "1005-9040",

publisher = "Springer International Publishing AG",

number = "1",

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TY - JOUR

T1 - Practical and efficient acylation and tosylation of sterically hindered alcohols catalyzed with 1-methylimidazole

AU - Wu, Qin Pei

AU - Liu, Hua

AU - Liu, Hai Xia

AU - Chen, Xi

AU - Wang, Hao

AU - Zhang, Qing Shan

AU - Li, Yun Zheng

PY - 2010

Y1 - 2010

N2 - Acylation of sterically hindered alcohols is frequently encountered in synthetic chemistry. An efficient and mild procedure for tosylation and esterification of sterically hindered hydroxyl groups with p-TsCl, Ac2O and Bz2O in the presence of 1-methylimidazole is described. It was observed that auxiliary base, triethylamine, accelerates the acylation reaction.

AB - Acylation of sterically hindered alcohols is frequently encountered in synthetic chemistry. An efficient and mild procedure for tosylation and esterification of sterically hindered hydroxyl groups with p-TsCl, Ac2O and Bz2O in the presence of 1-methylimidazole is described. It was observed that auxiliary base, triethylamine, accelerates the acylation reaction.

KW - Esterification

KW - Imidazole

KW - Nucleophilic catalysis

KW - Organocatalysis

UR - https://www.scopus.com/pages/publications/77954348885

M3 - Article

AN - SCOPUS:77954348885

SN - 1005-9040

VL - 26

SP - 55

EP - 59

JO - Chemical Research in Chinese Universities

JF - Chemical Research in Chinese Universities

IS - 1

ER -

Practical and efficient acylation and tosylation of sterically hindered alcohols catalyzed with 1-methylimidazole

Abstract

Keywords

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