Research Project
Grant-in-Aid for Scientific Research (B)
1) First we tried the glycosylation reaction using glycosyl donors having fluorous leaving groups. Although the derivatives of mannosyl fluoride and mannosyl Nphenyltrifluoroacetimidate gave the corresponding glycosides in good yields under homogeneous conditions [Et2O-NovecTM(2:1)], no glycoside was observed by TLC under fluorous biphasic system [organic solvent-FluorinertTM FC-72].2) Next, we designed and synthesized the derivative of mannosyl Nphenylpentadecafluorooctanoimidate as a new fluorous glycosyl donor. This new donor gave the glycoside in high yield only under homogeneous conditions similar to that of N-phenyltrifluoroacetimidate.3) Finally, we found the 6- O-Hfb (fluorous protecting group) derivative of mannosyl trichloroacetimidate without a fluorous leaving group gave the corresponding glycoside in good yield under fluorous biphasic conditions [dichloromethane-FC-72].
All 2007 2006 2005
All Journal Article (20 results) (of which Peer Reviewed: 5 results) Presentation (14 results) Book (3 results) Patent(Industrial Property Rights) (1 results)
Biol.Pharm.Bull. 30
Pages: 1697-1701
Photochem.Photobiol.Sci. 6
Pages: 749-757
ファルマシア 43
Pages: 213-217
化学工業 58
Pages: 275-280
Biol. Pharm. Bull 30(9)
Photochem. Photobiol. Sci 6
Farumashia 43(3)
Kagakukogyou 58(4)
科学工業 58巻・4号
ファルマシア 43巻・3号
QSAR Comb.Sci. 25
Pages: 742-752
QSAR Comb. Sci 25(8)
QSAR Cimb. Sci. 23巻
Tetrahedron 61
Pages: 6518-6526
Tetrahedron Assym. 16
Pages: 3-6
"Fluorous Chemistry, " ed by J. Otera, CMC, Tokyo
Pages: 94-101
"The Recent Trends of Glycochemistry, " ed by K. Kobayashi & S.-I. Shoda, CMC, Tokyo
Pages: 86-92
Tetrahedron Assym 16(1)
未来材料 5巻・8号
Pages: 40-45
40006876199
