The first total synthesis and structural determination of (+)-BE-52440A

Kuniaki Tatsuta, Yoshikazu Suzuki, Tatsuya Toriumi, Yoshiaki Furuya, Seijiro Hosokawa

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

The first total synthesis and structural determination of (+)-BE-52440A have been achieved by enantiodivergent synthesis. S-Bridging dimerization including SN2 epoxy-opening reaction of tetrasubstituted epoxide 2 with sodium sulfide has been achieved in excellent yield with high regioselectivity. The structure of (+)-BE-52440A was determined to be the dimer of kalafungin type pyranonaphthoquinone.

Original languageEnglish
Pages (from-to)8018-8021
Number of pages4
JournalTetrahedron Letters
Volume48
Issue number45
DOIs
Publication statusPublished - 2007 Nov 5

Keywords

  • BE-52440A
  • Dimerization
  • Enantiodivergent synthesis
  • Tetrasubstituted epoxide
  • Total synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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