A Novel Asymmetric Azaspirocyclisation Using a Morita-Baylis-Hillman-Type Reaction

Jonathan C. Killen, John Leonard, Varinder K. Aggarwal*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

10 Citations (Scopus)

Abstract

A Morita-Baylis-Hillman-type reaction has been applied to the asymmetric preparation of azaspirocycles in high yield and diastereoselectivity. The optimisation of the reaction is discussed and a model for the origin of diastereoselectivity is proposed.

Original languageEnglish
Pages (from-to)579-582
Number of pages4
JournalSYNLETT
Issue number4
DOIs
Publication statusPublished - Mar 2010

Keywords

  • Morita-Baylis-Hillman-type reaction
  • azaspirocyclisation
  • spiro compounds
  • asymmetric synthesis
  • diastereoselectivity
  • ASCIDIAN CLAVELINA-CYLINDRICA
  • STEREOSELECTIVE ALPHA-AMIDOALKYLATION
  • ACYLIMINIUM ION CYCLIZATIONS
  • BICYCLIC LACTAMS
  • ENANTIOSELECTIVE SYNTHESIS
  • SPIRO 2-PYRROLIDIN-5-ONES
  • DENDROBATES-HISTRIONICUS
  • NEOTROPICAL FROG
  • SYNTHETIC ROUTE
  • ALKALOIDS

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