4.8 Article

Two-Step Synthesis of the Immunogenic Bacterial Glycolipid BbGL1

Journal

ORGANIC LETTERS
Volume 10, Issue 21, Pages 4739-4742

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol801780c

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Funding

  1. NSF [CHE-0210807, CHE-9808183, OSTI 97-24412]
  2. NIH [11973]

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Chemical synthesis of a bacterial glycolipid BbGL1 is reported in two steps starting from per-O-TMS D-galactose. The key features are glycosyl iodide mediated beta-stereoselective glycosylation in the absence of neighboring group participation and regioselective acylation.

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