Total synthesis of (+)-rutamarin

Yi Nan Zhang, Shi Lei Zhang, Lei Ma, Yu Zhang, Xu Shen, Wei Wang, Li Hong Hu

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

The first enantioselective total synthesis of (+)-rutamarin (1) is described. The synthetic route features the highlyenantiose lective construction of the stereogenic center via the Sharpless asymmetric dihydroxylation (99% ee), the facile assemblyof quaternarycarb on-centered 3-substituted side chain and high synthetic efficiency from readily available starting materials. Furthermore, the synthetic strategy could be readilyadopt ed for the synthesis of (+)-rutamarin analogues.

Original languageEnglish (US)
Pages (from-to)2373-2379
Number of pages7
JournalAdvanced Synthesis and Catalysis
Volume350
Issue number14-15
DOIs
StatePublished - Oct 6 2008
Externally publishedYes

Keywords

  • Asymmetric synthesis
  • Furanocoumarins
  • Rutamarin
  • Sharpless asymmetric dihydroxylation

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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