New trialkylsilyl enol ether chemistry: Direct 1,2-bis-azidonation of triisopropylsilyl enol ethers: An azido-radical addition process promoted by TEMPO

Philip Magnus, Michael B. Roe, Christopher Hulme

Research output: Contribution to journalArticle

52 Scopus citations

Abstract

Treatment of triisopropylsilyl enol ethers with PhIO/TMSN3/TEMPO (cat.) -45°C results in 1,2-bis-azidonation, which appears to occur through a radical addition process; the 1-azido group can be replaced by carbon nucleophiles such as allyl, methyl, cyano, acetylene and acetonyl.

Original languageEnglish (US)
Pages (from-to)263-265
Number of pages3
JournalJournal of the Chemical Society, Chemical Communications
Issue number2
DOIs
StatePublished - Dec 1 1995
Externally publishedYes

ASJC Scopus subject areas

  • Molecular Medicine

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