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An Efficient Method for the Chemoselective Preparation of Benzoylated 1,2-Diols from Epoxides

A. Khalafi-Nezhad*, M. N. Soltani Rad, A. Khoshnood

*Department of Chemistry, College of Science, Shiraz University, Shiraz 71454, Iran, Email:

A. Khalafi-Nezhad, M. N. Soltani Rad, A. Khoshnood, Synthesis, 2003, 2552-2558.

DOI: 10.1055/s-2003-42416


A very efficient and highly regioselective ring-opening reaction of epoxides with benzoic acid and its derivatives in the presence of cat. amount of tetrabutylammonium bromide (TBAB) in anhydrous acetonitrile gave selectively protected diols.

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Key Words

benzoylated 1,2-diol, benzoates, 1,2-diols, benzoic acid, epoxides, acetonitrile, TBAB

ID: J66-Y2003-2090