related to degree

• Wolfe, Amanda, Ph.D. in Chemistry, Scripps Research 2008 - 2013

authors

• Xie, J.
• Wolfe, Amanda
• Boger, Dale

publication date

• February 2013

journal

• Organic Letters  Journal

abstract

• The use of a powerful intramolecular [4 + 2]/[3 + 2] cycloaddition cascade of an 1,3,4-oxadiazole in the divergent total synthesis of kopsinine (1), featuring an additional unique SmI(2)-promoted transannular cyclization reaction for formation of the bicyclo[2.2.2]octane central to its hexacyclic ring system, is detailed.

subject areas

• Bicyclo Compounds, Heterocyclic
• Cyclization
• Indole Alkaloids
• Molecular Structure
• Octanes
• Oxadiazoles
• Stereoisomerism

PubMed Central ID

• PMC3578506

International Standard Serial Number (ISSN)

• 1523-7060

Digital Object Identifier (DOI)

• 10.1021/ol303573f

PubMed ID

• 23391149

start page

• 868

end page

• 870

volume

• 15

issue

• 4