Medium-bridged lactams: A new class of non-planar amides

Michal Szostak, Jeffrey Aubé

Research output: Contribution to journalArticlepeer-review

57 Scopus citations


Medium-bridged twisted lactams, in which a non-planar amide bond is achieved by incorporating the nitrogen atom at the bridgehead position in a medium-sized heterocycle, offer an attractive setting in which to study the properties of distorted amide linkages. This Emerging Area article will describe progress in the preparation and study of these compounds. This work shows that compounds containing an even moderately distorted amide bond display useful and unusual chemical properties while retaining a measure of stability that enables their study.

Original languageEnglish (US)
Pages (from-to)27-35
Number of pages9
JournalOrganic and Biomolecular Chemistry
Issue number1
StatePublished - Jan 1 2011
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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