Direct and stereoselective synthesis of 2-azido-2-deoxy-β-D-mannosides using the phosphate method

• Nakamura, Seiichi

• Tsuda, Toshifumi

• Suzuki, Noritoshi

• Hashimoto, Shunichi

Bibliographic Information

Other Title

• Direct and stereoselective synthesis of 2 azido 2 deoxy v D mannosides using the phosphate method

Abstract

TMSOTf-promoted glycosidation of 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-mannosyl diphenyl phosphate with a variety of acceptor alcohols in CH2Cl2 at -30℃ in the presence of pulverized 4-Å molecular sieves (MS) afforded 2-azido-2-deoxy-β-mannosides in high yields and with good to high β-selectivities.

Journal

• Heterocycles

  Heterocycles 77 (2), 843-848, 2009-02-01

  The Japan Institute of Heterocyclic Chemistry

Keywords

• Glycosidation
• Diphenyl Phosphate
• Benzylidene Acetal
• β-LinkedDisaccharide
• Molecular Sieves

Details

• CRID: 1050001338998522624
• NII Article ID: 120001102085
• NII Book ID: AA00663739
• ISSN: 18810942
• ISSN: 03855414
• HANDLE: 2115/35613
• NDL BIB ID: 9795030
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I9795030
• Text Lang: en
• Article Type: journal article
• Data Source:
  • IRDB
  • NDL
  • CiNii Articles