Authors: | Carra, R. J.; Epperson, M. T.; Gin, D. Y. |
Article Title: | Application of an intramolecular dipolar cycloaddition to an asymmetric synthesis of the fully oxygenated tricyclic core of the stemofoline alkaloids |
Abstract: | An intramolecular non-stabilized azomethine ylide dipolar cycloaddition was applied toward the first non-racemic synthesis of the fully oxygenated bridged pyrrolizidine core (45) of (+)-stemofoline (1) in 11 steps from a commercially available starting material. © 2008 Elsevier Ltd. All rights reserved. |
Keywords: | unclassified drug; drug structure; nuclear magnetic resonance spectroscopy; stereochemistry; cycloaddition; asymmetric synthesis; alkaloid derivative; pyrrolizidine alkaloid; stemofiline; hydrogenolysis |
Journal Title: | Tetrahedron |
Volume: | 64 |
Issue: | 17 |
ISSN: | 0040-4020 |
Publisher: | Elsevier Inc. |
Date Published: | 2008-04-21 |
Start Page: | 3629 |
End Page: | 3641 |
Language: | English |
DOI: | 10.1016/j.tet.2008.02.008 |
PROVIDER: | scopus |
PMCID: | PMC2352155 |
PUBMED: | 18443655 |
DOI/URL: | |
Notes: | --- - "Cited By (since 1996): 8" - "Export Date: 17 November 2011" - "CODEN: TETRA" - "Source: Scopus" |