Reactivity of Seven-Membered-Ring trans -Alkenes with Electrophiles

Jillian R. Sanzone, K. A. Woerpel

Research output: Contribution to journalArticlepeer-review

Abstract

Seven-membered-ring trans -alkenes containing a silicon-oxygen bond reacted rapidly with oxygen gas and electron-deficient alkenes and alkynes to give products with high selectivity. Addition of an electron-donating substituent or incorporating additional strain increased the reactivity by over two orders of magnitude. These results indicate that release of strain is not the only driving force for reactivity.

Original languageEnglish (US)
Pages (from-to)2478-2482
Number of pages5
JournalSynlett
Volume28
Issue number18
DOIs
StatePublished - Nov 13 2017

Keywords

  • alkenes
  • conjugate addition
  • cycloheptene
  • silicon
  • strained molecules

ASJC Scopus subject areas

  • Organic Chemistry

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