Studies of intramolecular cyclizations of N-acyliminium ions derived from acyclic ketones: Unanticipated stereochemical and structural results

Wenchun Chao, Jacob H. Waldman, Steven M. Weinreb

Research output: Contribution to journalArticle

9 Scopus citations

Abstract

(Matrix presented) Intramolecular cyclizations of a series of (E)- and (Z)-olefinic acyclic ketone-derived N-acyliminium ions have been studied. It has been found that both the course of the reaction and the stereochemistry of the products are critically dependent upon the tether length and olefin geometry of the cyclization substrate.

Original languageEnglish (US)
Pages (from-to)2915-2918
Number of pages4
JournalOrganic Letters
Volume5
Issue number16
DOIs
StatePublished - Aug 7 2003

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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