Stereochemical investigation of conjugate additions of carbon- and heteronucleophiles to ring-substituted nitrosocyclohexenes

Ritobroto Sengupta, Jason A. Witek, Steven M. Weinreb

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Abstract

Intermolecular Michael-type conjugate additions of some in situ-generated ring-substituted nitrosocyclohexenes with both carbon- and heteronucleophiles have been found to be highly stereoselective, leading predominantly (or exclusively) to products resulting from axial attack on a half-chair conformation of the nitrosoalkene substrate.

Original languageEnglish (US)
Pages (from-to)8229-8234
Number of pages6
JournalTetrahedron
Volume67
Issue number43
DOIs
StatePublished - Oct 28 2011

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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