Practical and Efficient Acylation and Tosylation of Sterically Hindered Alcohols Catalyzed with 1-Methylimidazole

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, Ac20 and Bz20 in the presence of l-methylimidazole is described. It was observed that auxi...

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Veröffentlicht in:Chemical research in Chinese universities 2010, Vol.26 (1), p.55-59
1. Verfasser: WU Qin-pei LIU Hua LIU Hai-xia CHEN Xi WANG Hao ZHANG Qing-shan LI Yun-zheng
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Sprache:eng
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Zusammenfassung: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, Ac20 and Bz20 in the presence of l-methylimidazole is described. It was observed that auxiliary base, triethylamine, accelerates the acylation reaction.
ISSN:1005-9040
2210-3171