The Journal of Organic Chemistry

Preparation of monoacetylated diols via cyclic ketene acetals

PC Zhu, J Lin, CU Pittman Jr

Index: Zhu, Peter C.; Lin, Jinyan; Pittman, Charles U. Journal of Organic Chemistry, 1995 , vol. 60, # 17 p. 5729 - 5731

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Citation Number: 38

Abstract

Monoacetylation of diols is an important topic in organic synthesis. 2 Routine acetylation of diols, containing equivalent or similar hydroxyl groups, with 1 equiv of acetic anhydride or 1 equiv of acetyl chloride, will produce a mixture of mono-and diacetylation products as well as unreacted diol. Where one hydroxyl is tertiary and one is primary the selectivity for primary acylation can be high. Selective monoprotection of 1, n-diols requires careful ...

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