Synthesis and stereochemical assignment of FR252921, a promising immunosuppressant

J. Russell Falck, Anyu He, Hiroki Fukui, Hideyuki Tsutsui, Akella Radha

Research output: Contribution to journalArticle

24 Scopus citations

Abstract

Synthetic detective work: FR252921, an unusual 19-membered lactone-dilactam, and three of its diastereomers were prepared by a versatile, convergent strategy from three key segments (see scheme). Comparison of the synthetic compounds with natural material established conclusively that FR252921 has the configuration 12S,13R,18R.

Original languageEnglish (US)
Pages (from-to)4527-4529
Number of pages3
JournalAngewandte Chemie - International Edition
Volume46
Issue number24
DOIs
Publication statusPublished - 2007

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Keywords

  • Configuration determination
  • Immunosuppressants
  • Macrocycles
  • Natural products
  • Total synthesis

ASJC Scopus subject areas

  • Chemistry(all)

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