Structural Diversity-Oriented Synthesis of Orthogonally Protected Cyclic Amino Acid Derivatives with Multiple Stereogenic Centers

Melinda Nonn, Attila M. Remete, Loránd Kiss

Research output: Contribution to journalArticle

Abstract

The synthesis of three-dimensional cyclopentane amino acid derivatives with multiple stereocenters and with high regiochemical and diastereochemical diversity has been achieved starting from cyclopentadiene-derived β-aminocyclopentenecarboxylic acid. The small-molecular design was based on stereo- and regiocontrolled functionalization of the starting cyclopentene β-amino acid through stereoselective oxirane formation/regioselective oxirane opening and resulted in regio- and diastereoisomers of novel orthogonally protected aminocyclopentanecarboxylates.

Original languageEnglish
Article numbere2000090
JournalHelvetica Chimica Acta
Volume103
Issue number7
DOIs
Publication statusPublished - Jul 1 2020

Keywords

  • amino acids
  • diastereoselectivity
  • stereocontrol
  • structural diversity
  • three-dimensional molecules

ASJC Scopus subject areas

  • Catalysis
  • Biochemistry
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Fingerprint Dive into the research topics of 'Structural Diversity-Oriented Synthesis of Orthogonally Protected Cyclic Amino Acid Derivatives with Multiple Stereogenic Centers'. Together they form a unique fingerprint.

  • Cite this