Journal of Carbohydrate Chemistry p. 51 - 69 (2008)
Update date:2022-07-30
Topics:
Xue, Jie
Guo, Zhongwu
The carbohydrate core of amipurimycin in its fully acetylated form was synthesized in 24 steps starting from commercially available methyl 4,6-O-benzylidene-α-D-glucopyranoside to give an overall yield of 1.5%. The late-stage intermediates involved were suitable for total synthesis of amipurimycin. It was further discovered that the branches and the protecting groups on the sugar rings of involved intermediates had a significant influence on their conformations, which in turn resulted in new and interesting cyclization reactions. Copyright Taylor & Francis Group, LLC.
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