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

Jillian R. Sanzone, Keith Woerpel

Research output: Contribution to journalArticle

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)
JournalSynlett
DOIs
StateAccepted/In press - May 10 2017

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Alkenes
Alkynes
Electrons
Gases
Oxygen

Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Reactivity of Seven-Membered-Ring trans -Alkenes with Electrophiles . / Sanzone, Jillian R.; Woerpel, Keith.

In: Synlett, 10.05.2017.

Research output: Contribution to journalArticle

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