Organic letters

Stripping off water at ambient temperature: direct atom-efficient acetal formation between aldehydes and diols catalyzed by water-tolerant and recoverable vanadyl …

CT Chen, SS Weng, JQ Kao, CC Lin, MD Jan

Index: Chen, Chien-Tien; Weng, Shiue-Shien; Kao, Jun-Qi; Lin, Chun-Cheng; Jan, Mi-Dan Organic Letters, 2005 , vol. 7, # 15 p. 3343 - 3346

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Citation Number: 47

Abstract

Aromatic aldehydes can be readily protected as acetals with 1, 2-and 1, 3-diols by using vanadyl triflate as a catalyst in CH3CN at ambient temperature. Carbohydrate-based 1, 2- and 1, 3-diols can similarly be protected in good to excellent yields. The catalyst can be readily recovered from the aqueous layer. In combination with vanadyl triflate-catalyzed sequential regioselective, reductive acetal opening and chemoselective acylations, the ...