Lewis acids promoted formal intramolecular [3 + 2] parallel and cross-cycloadditions of cyclopropane 1,1-diesters with allenes

Org Lett. 2013 Nov 15;15(22):5682-5. doi: 10.1021/ol402662j. Epub 2013 Oct 30.

Abstract

A novel Lewis acid promoted formal intramolecular [3 + 2] parallel/cross-cycloaddition of cyclopropane 1,1-diesters with allenes has been successfully developed, in which the two C═C of allenes were involved respectively. This provides a general and efficient strategy for the construction of structurally diverse [4.3.0]nonane and [3.2.1]octane skeletons.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry*
  • Catalysis
  • Crystallography, X-Ray
  • Cycloaddition Reaction
  • Cyclopropanes / chemical synthesis*
  • Cyclopropanes / chemistry*
  • Esters
  • Lewis Acids / chemistry*
  • Molecular Structure
  • Stereoisomerism

Substances

  • Alkenes
  • Cyclopropanes
  • Esters
  • Lewis Acids