Structure and reactivity of an isolable seven-membered-ring trans-alkene

Brisa Hurlocker, Chunhua Hu, K. A. Woerpel

Research output: Contribution to journalArticlepeer-review

Abstract

The isolation and characterization of a trans-oxasilacycloheptene is reported. Single-crystal X-ray crystallographic studies indicate a high level of strain and deviation from ideal geometry. Reactions with several electrophiles demonstrated the nucleophilicity of the C=C double bond, affording oxasilacycloheptane and tetrahydrofuran products as single diastereomers.

Original languageEnglish (US)
Pages (from-to)4295-4298
Number of pages4
JournalAngewandte Chemie - International Edition
Volume54
Issue number14
DOIs
StatePublished - Mar 27 2015

Keywords

  • alkenes
  • cycloheptenes
  • medium-ring compounds
  • silicon
  • strained molecules

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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