A nature-inspired Diels-Alder reaction facilitates construction of the bicyclo[2.2.2]octane core of andibenin B

Jillian E. Spangler, Erik J. Sorensen

Research output: Contribution to journalArticle

14 Scopus citations

Abstract

A rapid synthesis of the bicyclo[2.2.2]octane core of andibenin B via a nature-inspired intramolecular [4+2] cycloaddition is described. This cycloaddition permits the construction of a sterically congested bicycle and simultaneously establishes three new all-carbon quaternary stereogenic centers in a highly efficient fashion.

Original languageEnglish (US)
Pages (from-to)6739-6745
Number of pages7
JournalTetrahedron
Volume65
Issue number33
DOIs
StatePublished - Aug 15 2009

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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