Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 2002(10): 1407-1411
DOI: 10.1055/s-2002-33120
DOI: 10.1055/s-2002-33120
PAPER
© Georg Thieme Verlag Stuttgart · New York
Syntheses of Optically Active Monomers and Copolymers Derived from Protected 6′-O-Acryloyl Sucroses
Further Information
Received
4 February 2002
Publication Date:
01 August 2002 (online)
Publication History
Publication Date:
01 August 2002 (online)

Abstract
Selectively 6′-O-monoacrylated monomers of fully protected sucrose moieties were synthesized by a multistep route. Chiral copolymers were prepared from these monomers with styrene or methyl methacrylate using radical initialization with azobisisobutyronitrile (AIBN). The quantitative incorporation of substoichiometric components was verified. Copolymers composition and purity were reliably analyzed by 1H NMR and SEC.
Key words
carbohydrates - monoacrylates - regioselectivity - free radical polymerization - polymers
- 1
Wulff G.Zhu L.Schmidt H. Macromolecules 1997, 30: 4533 - 2
Dordick JS.Linhardt RJ.Rethwisch D. Chemtech 1994, 33 - 3
Black WAP.Colquhoun JA.Dewar ET. Makromol. Chem. 1969, 122: 244 - 4
Klein J. Makromol. Chem. 1987, 188: 1217 - 5
Klein J. Makromol. Chem. 1988, 189: 805 - 6
Sachinvala ND.Niemczura WP.Litt MH. Carbohydr. Res. 1991, 218: 237 - 7
Carneiro MJ.Fernandes A.Figueiredo CM.Fortes AG.Freitas AM. Carbohydr. Polym. 2001, 45: 135 - 8
Jhurry D.Deffieux A.Fontanille M.Betremieux I.Mentech J.Descotes G. Makromol. Chem. 1992, 193: 2297 - 9
Potier P.Bouchou A.Descotes G.Queneau Y. Tetrahedron Lett. 2000, 41: 3597 - 10
Ferreira L.Vidal MM.Geraldes CFGC.Gil MH. Carbohydr. Polym. 2000, 41: 15 - 11
Chen J.Park K. Carbohydr. Polym. 2000, 41: 259 - 12
Fanton E.Fayet C.Gelas J.Jhurry D.Deffieux A.Fontanille M. Carbohydr. Res. 1992, 226: 337 - 13
Fanton E.Fayet C.Gelas J.Deffieux A.Fontanille M.Jhurry D. Carbohydr. Res. 1993, 240: 143 - 14
Patil DR.Dordick JS.Rethwisch D. Macromolecules 1991, 24: 3462 - 15
Buchanan JG.Cummerson DA.Turner DM. Carbohydr. Res. 1972, 21: 283 - 16
Franke F.Guthrie RDG. Aust. J. Chem. 1977, 30: 639 - 17
Capek K.Vodrázková-Medonosová M.Moravcová J.Sedmera P. Collect. Czech. Chem. Commun. 1986, 51: 1476 - 18
Capek K.Vydra T.Sedmera P. Collect. Czech. Chem. Commun. 1988, 53: 1317 - 19
Chang K.-Y.Wu S.-H.Wang K.-T. Carbohydr. Res. 1991, 222: 121 - 20
Palmer DC.Terradas F. Tetrahedron Lett. 1994, 35: 1673 - 21
Barros MT.Maycock CD.Siñeriz F.Thomassigny C. Tetrahedron 2000, 56: 6511 - 22
Karl H.Lee CK.Khan R. Carbohydr. Res. 1982, 101: 31 -
23a
Greene TW.Wuts PGM. Protective Groups in Organic Synthesis 2nd ed.: Wiley; New York: 1991. -
23b
Motawia MS.Larsen KM.Olsen CE.Moller BL. Synthesis 2000, 1547 - 24
Sano T.Ohashi K.Oriyama T. Synthesis 1999, 1141 - 25
Barros MT.Maycock CD.Thomassigny C. Synlett 2001, 1146 - 26
Perrin DD.Armarego WLF.Perrin DR. Purification of Laboratory Chemicals 2nd Ed.: Pergamon; New York: 1980.