Journal
TETRAHEDRON LETTERS
Volume 55, Issue 1, Pages 197-199Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.10.152
Keywords
Cycloclavine; Ergot alkaloid; Natural product synthesis; Ring fragmentation; 1,3-Dipolar cycloaddition
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Funding
- NIH [R01GM092870]
- Vermont Genetics Network from the INBRE Program of the National Institute of General Medical Sciences (NIGMS) [8P20GM103449]
- National Institutes of Health (NIH)
- National Science Foundation [CHE-1126265, CHE-0821501]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1126265] Funding Source: National Science Foundation
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A ring fragmentation and intramolecular azomethine ylide 1,3-dipolar cycloaddition sequence of reactions was successfully used in the preparation of a known (+/-)-cycloclavine precursor in good overall yield. Results of efforts to incorporate the tetrasubstituted cyclopropane ring present in cycloclavine are also discussed. (C) 2013 Elsevier Ltd. All rights reserved.
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