Cu (OTf) 2 as an Efficient and Dual??Purpose Catalyst in the Regioselective Reductive Ring Opening of Benzylidene Acetals

…, ZH Tzeng, SS Kulkarni, BJ Uang…

Index: Shie, Chi-Rung; Tzeng, Zheng-Hao; Kulkarni, Suvarn S.; Uang, Biing-Jiun; Hsu, Ching-Yun; Hung, Shang-Cheng Angewandte Chemie - International Edition, 2005 , vol. 44, # 11 p. 1665 - 1668

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Citation Number: 131

Abstract

Regioselective ring opening of benzylidene acetals is one of the major challenges in carbohydrate and natural product syntheses.[1] Substituted and unsubstituted benzylidene acetals are valuable protecting groups to block 1, 3-diols. Arylidene acetals 1 can be opened selectively under appropriate reaction conditions (Scheme 1) to yield primary 2 (path a) or secondary alcohols 3 (path b). A number of effective reagents have been ...