Generation and intramolecular cationic cyclizations of N-tosylimines derived from enolizable aldehydes

Michael J. Melnick, Alan J. Freyer, Steven M. Weinreb

Research output: Contribution to journalArticle

66 Citations (Scopus)

Abstract

Boron trifluoride etherate promotes both in situ formation of N-tosyliminium complexes from olefinic enolizable aldehydes and N-sulfinyl-p-toluenesulfonamide, and subsequent intramolecular electrophilic cyclization to afford homoallylic amines.

Original languageEnglish (US)
Pages (from-to)3891-3894
Number of pages4
JournalTetrahedron Letters
Volume29
Issue number32
DOIs
StatePublished - 1988

Fingerprint

Cyclization
Aldehydes
Amines
boron trifluoride etherate

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Melnick, Michael J. ; Freyer, Alan J. ; Weinreb, Steven M. / Generation and intramolecular cationic cyclizations of N-tosylimines derived from enolizable aldehydes. In: Tetrahedron Letters. 1988 ; Vol. 29, No. 32. pp. 3891-3894.
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Generation and intramolecular cationic cyclizations of N-tosylimines derived from enolizable aldehydes. / Melnick, Michael J.; Freyer, Alan J.; Weinreb, Steven M.

In: Tetrahedron Letters, Vol. 29, No. 32, 1988, p. 3891-3894.

Research output: Contribution to journalArticle

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AU - Freyer, Alan J.

AU - Weinreb, Steven M.

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