Improved total synthesis of (±)-Tetragocarbone A

Eiji Nishimura, Yoko Yasuno, Tetsuro Shinada

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Stereoselective total synthesis of (±)-tetragocarbone A isolated from the propolis of an Australian stingless bee, Tetragonula carbonaria, has been developed by focusing on the latent symmetry of 1. The requisite 1R*, 3R*, 6S* stereogenic centers were selectively installed by hydroxy group directing reactions including the late stage desymmetrization of the 1,3-diketone. The target natural product was successfully prepared in 12 steps from phloroglucinol on 300 mg.

Original languageEnglish
Pages (from-to)2664-2668
Number of pages5
JournalTetrahedron
Volume74
Issue number21
DOIs
Publication statusPublished - May 24 2018

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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