Expanding stereochemical and skeletal diversity using petasis reactions and 1,3-dipolar cycloadditions

Org Lett. 2010 Nov 19;12(22):5230-3. doi: 10.1021/ol102266j. Epub 2010 Oct 26.

Abstract

A short and modular synthetic pathway using intramolecular 1,3-dipolar cycloaddition reactions and yielding functionalized isoxazoles, isoxazolines, and isoxazolidines is described. The change in shape of previous compounds and those in this study is quantified and compared using principal moment-of-inertia shape analysis.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclization
  • Isoxazoles / chemistry*
  • Molecular Structure
  • Stereoisomerism

Substances

  • Isoxazoles