A new access route to functionalized cispentacins from norbornene β-amino acids

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Abstract

An efficient and simple new stereocontrolled access route to novel disubstituted cispentacin derivatives with multiple stereogenic centers from norbornene β-lactam has been developed. The synthesis involves olefinic bond functionalization by dihydroxylation followed by oxidative ring cleavage and transformation of the dialdehyde intermediate through a Wittig reaction.

Original languageEnglish
Pages (from-to)2102-2107
Number of pages6
JournalChemistry - A European Journal
Volume19
Issue number6
DOIs
Publication statusPublished - Feb 4 2013

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Keywords

  • Wittig reactions
  • cyclopentanes
  • enzymatic resolution
  • oxidation
  • stereochemistry

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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