Journal
CHEMICAL COMMUNICATIONS
Volume 52, Issue 12, Pages 2505-2508Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc09822j
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Funding
- Natural Sciences and Engineering Research Council of Canada (Discovery Research Grant)
- Canada Research Chairs Program
- Canada Foundation for Innovation
- University of Saskatchewan (graduate scholarship)
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Transformation of 1-t-Boc-4-methoxyindole-3-glucosinolate under acidic conditions yielded the potent phytoalexin rapalexin A, providing its first biomimetic synthesis via Lossen type rearrangement, while a novel 1-thioimidocarbonyl-beta-D-glucopyranose heterocyclic system was obtained under basic conditions via Neber type rearrangement.
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