Strained organosilacyclic compounds: Synthesis of anti-Bredt olefins and trans-dioxasilacyclooctenes

Michel Prévost, Joseph W. Ziller, K. A. Woerpel

Research output: Contribution to journalArticlepeer-review

Abstract

Insertions of silylenes into the allylic carbon-oxygen bond of vinyl epoxides was shown to generate 1,2-silaoxetanes. These intermediates undergo highly diastereoselective additions to aldehydes to form anti-Bredt olefins and trans-dioxasilacyclooctenes. Additions of electrophiles could be performed selectively on the outside face of these strained trans-cycloalkenes to provide valuable functionalized compounds.

Original languageEnglish (US)
Pages (from-to)9275-9281
Number of pages7
JournalDalton Transactions
Volume39
Issue number39
DOIs
StatePublished - Oct 21 2010

ASJC Scopus subject areas

  • Inorganic Chemistry

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