Thermal and lewis acid catalyzed intramolecular ene reactions of allenylsilanes

Steven M. Weinreb, Daniel T. Smith, Jian Jin

Research output: Contribution to journalArticlepeer-review

23 Scopus citations

Abstract

Intramolecular ene reactions of allenylsilanes can be effected with a variety of imines, aldehydes and alkenes as enophiles, forming five and six membered rings. These reactions are cis stereoselective in all cases studied, and appear to proceed via a concerted, pericyclic process. The cycloadditions all generally occur under mild thermal conditions and some involving imino enophiles can also be effected at lower temperatures using Lewis acid catalysis.

Original languageEnglish (US)
Pages (from-to)509-521
Number of pages13
JournalSynthesis
Issue numberSPEC. ISS. APR.
DOIs
StatePublished - Apr 1998

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Thermal and lewis acid catalyzed intramolecular ene reactions of allenylsilanes'. Together they form a unique fingerprint.

Cite this