An enantiospecific synthesis of the potent immunosuppressant FR901483

Goetz Scheffler, Hirofumi Seike, Erik J. Sorensen

Research output: Contribution to journalArticlepeer-review

100 Scopus citations

Abstract

An azaspiroannulation and an uncommon Mitsunobu reaction are the key steps in a convergent, enantioselective synthesis of the title compound 1. This potent immunosuppressant is derived from a fungus and is distinguished by an unusual monophosphate ester group and a novel architecture which comprises most of the atoms of two molecules of tyrosine.

Original languageEnglish (US)
Pages (from-to)4593-4596
Number of pages4
JournalAngewandte Chemie - International Edition
Volume39
Issue number24
DOIs
StatePublished - Dec 15 2000
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Keywords

  • Annulations
  • Natural products
  • Nitrogen heterocycles
  • Polycycles
  • Total synthesis

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