Intramolecular photochemical reactions of N-alkyl-5-phenyl-4-penten-1-amines

Frederick D. Lewis*, G. Dashamtha Reddy

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

Irradiation of N-alkyl-5-phenyl-4-penten-1-amines results in the formation of intramolecular styrene-amine adducts and disproportionation products. Increasing the bulk of the N-alkyl group increases the regioselectivity of N-H transfer favoring the formation of piperidine vs. pyrrolidine products and favors disproportionation vs. cyclization.

Original languageEnglish (US)
Pages (from-to)5293-5296
Number of pages4
JournalTetrahedron Letters
Volume31
Issue number37
DOIs
StatePublished - 1990

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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