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Paper | Special issue | Vol 76, No. 1, 2008, pp.657-665
Published online, 24th April, 2008
DOI: 10.3987/COM-08-S(N)58
Selective Synthesis of Cyclic Phosphoric Acid Diesters through Oxorhenium(VII)-Catalyzed Dehydrative Condensation of Phosphoric Acid with Alcohols

Akira Sakakura, Masayuki Sakuma, Mikimoto Katsukawa, and Kazuaki Ishihara*

*Graduate School of Engineering, Nagoya University, Chikusa, Nagoya, 464-8603 Japan

Abstract

The selective synthesis of phosphoric acid diesters has been achieved through the direct catalytic dehydrative condensation of phosphoric acid with two equivalents of alcohols. The present method works especially well for the synthesis of cyclic phosphoric acid diesters. The combination of perrhenic acid and N-methylbenzylamine efficiently catalyzes the dehydrative condensation of phosphoric acid with equimolar amounts of diols to give cyclic phosphoric acid diesters in excellent yields.