TY - JOUR
T1 - Development of convergent synthetic method for saccharide-linked ethynylpyridine foldamers by Huisgen reaction
AU - Abe, Hajime
AU - Makida, Hiroki
AU - Inouye, Masahiko
PY - 2012/6/10
Y1 - 2012/6/10
N2 - Based on 'click chemistry', the new convergent synthesis to a variety of saccharide-linked 2,6-pyridylene ethynylene 'ethynylpyridine' 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.
AB - Based on 'click chemistry', the new convergent synthesis to a variety of saccharide-linked 2,6-pyridylene ethynylene 'ethynylpyridine' 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.
KW - Click chemistry
KW - Convergent synthesis
KW - Foldamers
KW - Helical structure
KW - Huisgen reaction
KW - Pyridylene ethynylene
KW - Saccharide templates
UR - http://www.scopus.com/inward/record.url?scp=84860656196&partnerID=8YFLogxK
U2 - 10.1016/j.tet.2012.02.069
DO - 10.1016/j.tet.2012.02.069
M3 - 学術論文
AN - SCOPUS:84860656196
SN - 0040-4020
VL - 68
SP - 4353
EP - 4361
JO - Tetrahedron
JF - Tetrahedron
IS - 23
ER -