Aryl-β-C-glucosidation using glucal boronate: Application to the synthesis of tri-O-methylnorbergenin

Shigeki Sakamaki, Eiji Kawanishi, Sumihiro Nomura, Tsutomu Ishikawa

Research output: Contribution to journalArticlepeer-review

29 Citations (Scopus)

Abstract

Novel aryl-β-C-glucosidation method using glucal boronate was developed. This protocol can offer several advantages including use of non-toxic, easily handling glucal boronate as a crystalline solid and storable at room temperature for several months. Tri-O-methylnorbergenin (8,10-di-O-methylbergenin), an anti-HIV active bergenin derivative, was concisely synthesized by application of the aryl-β-C-glucosidation method.

Original languageEnglish
Pages (from-to)5744-5753
Number of pages10
JournalTetrahedron
Volume68
Issue number29
DOIs
Publication statusPublished - Jul 22 2012
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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