Stereoselective and stereospecific reactions. III. Benzoylation, cyclization, and epimerization of diols.

O Mitsunobu, J Kimura, K Iiizumi…

Index: Mitsunobu,O. et al. Bulletin of the Chemical Society of Japan, 1976 , vol. 49, p. 510 - 513

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Citation Number: 58

Abstract

The benzoylation of various classes of diols by means of diethyl azodicarboxylate (1) and triphenylphosphine (2) was carried out at room temperature. When primary–secondary diols were treated with an equimolar amount of benzoic acid (3) in the presence of 1.5 molar equivalents of 1 and 2, reaction mainly Occurred at their primary hydroxyl functions. Secondary–secondary diols gave mono-and dibenzoylated products or cyclic ethers. The ...

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