Exploring the scope of the isothiourea-mediated synthesis of dihydropyridinones

Pei Pei Yeh, David S.B. Daniels, Charlene Fallan, Eoin Gould, Carmen Simal, James E. Taylor, Alexandra M.Z. Slawin, Andrew D. Smith

Research output: Contribution to journalArticlepeer-review

26 Citations (Scopus)

Abstract

The exploration and expansion of the scope of the isothiourea-mediated synthesis of dihydropyridinones is presented. The use of ketimines derived from α,β-unsaturated γ-ketoesters as the Michael acceptor in a Michael addition/lactamisation cascade gives access to a range of dihydropyridinones with high enantioselectivity. The nature of the N-sulfonyl group present on the ketimine is extensively investigated, with further studies into derivatisation of the dihydropyridinone core also reported. This journal is

Original languageEnglish
Pages (from-to)2177-2191
Number of pages15
JournalOrganic and Biomolecular Chemistry
Volume13
Issue number7
Early online date2 Jan 2015
DOIs
Publication statusPublished - 21 Feb 2015

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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