Mild and efficient ring opening of monoterpene-fused β-lactamenantiomers. Synthesis of novel b-amino acid derivatives

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Abstract

Both enantiomers of the N-Boc-activated monoterpene-fused β-lactam 3 were readily convertible to N-Boc β-amino acid 4, β-amino ester 7, and carboxamide derivatives 9-11 via nucleophilic attack on the activated lactam bond. The corresponding β-amino ester 7 was transformed to a novel amino acid 8.

Original languageEnglish
Pages (from-to)225-232
Number of pages8
JournalArkivoc
Volume2003
Issue number14
Publication statusPublished - Dec 1 2003

Keywords

  • Enantiomers
  • Nucleophilic ring opening
  • Stereoselective synthesis
  • b-amino acid
  • b-lactam

ASJC Scopus subject areas

  • Organic Chemistry

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