Development of convergent synthetic method for saccharide-linked ethynylpyridine foldamers by Huisgen reaction

作者：Abe Hajime^*; Makida Hiroki; Inouye Masahiko

来源：Tetrahedron, 2012, 68(23): 4353-4361.

DOI：10.1016/j.tet.2012.02.069

• Foldamers
• Pyridylene ethynylene
• Saccharide templates
• Convergent synthesis
• Huisgen reaction
• Click chemistry
• Helical structure

Based on %26apos;click chemistry%26apos;, the new convergent synthesis to a variety of saccharide-linked 2,6-pyridylene ethynylene %26apos;ethynylpyridine%26apos; foldamers was developed. Ethynylpyridine 6-, 9-, and 12-meric blocks were linked with 1,7-octadiyne linker block by Sonogashira reaction, and joined with azido group-introduced glucoside, galactoside, and mannoside templates by Huisgen reaction. The resulting saccharide-linked ethynylpyridine foldamers exhibited typical circular dichroism to indicate the formation of a helical structure by intramolecular hydrogen bonds.

• 出版日期2012-6-10