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

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

Research output: Contribution to journalArticle

10 Citations (Scopus)

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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Conformations
Carbon
Substrates

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Sengupta, Ritobroto ; Witek, Jason A. ; Weinreb, Steven M. / Stereochemical investigation of conjugate additions of carbon- and heteronucleophiles to ring-substituted nitrosocyclohexenes. In: Tetrahedron. 2011 ; Vol. 67, No. 43. pp. 8229-8234.
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Stereochemical investigation of conjugate additions of carbon- and heteronucleophiles to ring-substituted nitrosocyclohexenes. / Sengupta, Ritobroto; Witek, Jason A.; Weinreb, Steven M.

In: Tetrahedron, Vol. 67, No. 43, 28.10.2011, p. 8229-8234.

Research output: Contribution to journalArticle

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