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A Novel and Highly Stereoselective Synthesis of 2-Substituted Perhydrofuro[2,3-b]pyran Derivatives

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journal contribution
posted on 19.08.2011, 00:00 by Xiaofeng Ma, Qiang Tian, Qin Tang, Jinzhong Zhao, Huawu Shao
An effective and facile method for the synthesis of 2-substituted perhydrofuro[2,3-b]pyran derivatives is described. The cyclization of 2-C-aldehydo-2-deoxy-d-thioglucoside in the presence of N-iodosuccinimide (NIS) is highly stereoselective. 2-Substituted cyclization products were obtained in good to excellent yields.