β-tosylethylhydroxylamine: Preparation and use as a hydroxylamine equivalent in amidyl radical-olefin cyclizations

Gerald D. Artman, Jacob H. Waldman, Steven M. Weinreb

Research output: Contribution to journalArticle

15 Scopus citations

Abstract

An efficient three-step procedure has been developed for synthesis of β-tosylethylhydroxylamine from commercially available starting material. This compound forms hydroxamic acids which undergo amidyl radical-olefin cyclizations promoted by diethyl chlorophosphite to give functionalized β-tosylethyl-protected lactams, which can be deprotected under mild basic conditions.

Original languageEnglish (US)
Pages (from-to)2057-2063
Number of pages7
JournalSynthesis
Issue number14
StatePublished - Oct 29 2002

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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