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Published on: July 6, 2012
An efficient method for the synthesis of pyranoid glycals
Heshan Chen1, Ting Xian1, Wan Zhang1
1Department of Chemistry, East China Normal University, Shanghai 200241, China.
Abstract:
A simple and efficient procedure was designed for the preparation of pyranoid glycals. In a novel fashion, a series of protected glycopyranosyl bromides underwent reductive elimination in the presence of zinc dust and ammonium chloride in CH3CN at 30-60 °C. The corresponding glycals were obtained with excellent isolated yields (72-96%) in a short time (20-50 min). Furthermore, the transformation was compatible with different protection patterns and conveniently scalable (86% for 45 g acetobromoglucose) which made it very applicable in organic synthesis.
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