On the macrocyclization of the erythromycin core: Preorganization is not required

Erik M. Stang, M. Christina White

Research output: Contribution to journalArticlepeer-review

Abstract

Free of bias: Preorganization is not a requirement for the efficient cyclization of the erythromycin core, as has always been assumed. This finding has enabled Ci-H oxidative cyclization or Yamaguchi macrocyclization to form stereochemically modified erythromycin structures that were previously inaccessible by using the traditional biasing element approach (see scheme; PG=protecting group).

Original languageEnglish (US)
Pages (from-to)2094-2097
Number of pages4
JournalAngewandte Chemie - International Edition
Volume50
Issue number9
DOIs
StatePublished - Feb 25 2011

Keywords

  • Ci-H oxidation
  • cyclization
  • erythromycin
  • lactonization
  • natural products

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry

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