Stereoselective synthesis of 2-dienyl-substituted pyrrolidines using an η4-dienetricarbonyliron complex as the stereodirecting element: Elaboration to the pyrrolizidine skeleton

Iwan Williams, Benson M. Kariuki, Keith Reeves, Liam R. Cox

Research output: Contribution to journalArticlepeer-review

16 Citations (Scopus)

Abstract

Primary amines react with keto-aldehyde functionality located in the side-chain of an η4-dienetricarbonyliron complex to provide the corresponding pyrrolidines in excellent diastereoselectivity. Two of the pyrrolidine products, 1i and 1k, have been elaborated into pyrrolizidines using a 1,5-C-H insertion and radical cyclization strategy, respectively.

Original languageEnglish
Pages (from-to)4389-4392
Number of pages4
JournalOrganic Letters
Volume8
Issue number20
DOIs
Publication statusPublished - 28 Sep 2006

ASJC Scopus subject areas

  • Biochemistry
  • Medicine(all)
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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