7812 View: Overview

Glossary  HistCite Guide

Author(s) Goto K; Miura T; Hosaka D; Matsumoto H; Mizuno M; Ishida HK; Inazu T Title Rapid oligosaccharide synthesis on a fluorous support Source TETRAHEDRON 60 (40): 8845-8854 Date 2004 SEP 27 Type Journal : Article LCR: 6   NCR: 64   LCS: 1   GCS: 5 Comment   Address Noguchi Inst, Lab Glycoorgan Chem, Itabashi Ku, Tokyo 1730003, Japan. Tokai Univ, Dept Appl Chem, Sch Engn, Hiratsuka, Kanagawa 2591292, Japan. Tokai Univ, Inst Glycotechnol, Hiratsuka, Kanagawa 2591292, Japan. Reprint Miura, T, Noguchi Inst, Lab Glycoorgan Chem, Itabashi Ku, 1-8-1 Kaga, Tokyo 1730003, Japan. E-mail tmiura@cis.ac.jp Abstract The novel fluorous support Hfb (hexakisfluorous chain-type butanoyl) was easily prepared. The Hfb group was readily introduced into the anomeric hydroxyl group of a carbohydrate, and was recyclable after cleavage. The use of the Hfb group was applicable for the rapid oligosaccharide synthesis in which the synthetic intermediates could be purified using fluorous and normal organic solvents. Each synthetic intermediate could be monitored by TLC, NMR and mass spectrometry. (C) 2004 Elsevier Ltd. All rights reserved. CR ANDO H, 2001, J AM CHEM SOC, V123, P3848 BARRETT AGM, 2000, SYNLETT JUN, P847 BARRETT AGM, 2000, SYNLETT JUN, P847 BLITHE DL, 1993, TRENDS GLYCOSCI GLYC, V5, P81 CHEN DJ, 2002, ORG LETT, V4, P1003 CRICH D, 2001, J AM CHEM SOC, V123, P7449 CURRAN DP, 1996, J ORG CHEM, V61, P6480 CURRAN DP, 1998, ANGEW CHEM INT EDIT, V37, P1174 CURRAN DP, 1998, TETRAHEDRON LETT, V39, P4937 CURRAN DP, 2000, PURE APPL CHEM, V72, P1649 CURRAN DP, 2001, SYNLETT SEP, P1488 CURRAN DP, 2002, ORG LETT, V4, P2233 CURRAN DP, 2003, J ORG CHEM, V68, P4643 DANDAPANI S, 2002, TETRAHEDRON, V58, P3855 DOBBS AP, 2002, TETRAHEDRON LETT, V43, P2807 DOUGLAS SP, 1995, J AM CHEM SOC, V117, P2116 DWEK RA, 1996, CHEM REV, V96, P683 EICHLER E, 2001, TETRAHEDRON, V57, P6679 FILIPPOV DV, 2002, TETRAHEDRON LETT, V43, P7809 HAO XH, 2003, TETRAHEDRON LETT, V44, P4977 HORVATH IT, 1994, SCIENCE, V266, P72 HORVATH IT, 1998, ACCOUNTS CHEM RES, V31, P641 HOSHINO M, 1997, J ORG CHEM, V62, P8341 ITO Y, 1996, ANGEW CHEM INT EDIT, V35, P2510 KOENIGS W, 1901, BER DTSCH CHEM GES 1, V34, P957 KOTO S, 1992, B CHEM SOC JPN, V65, P3257 LUO ZY, 2001, J ORG CHEM, V66, P4261 LUO ZY, 2001, SCIENCE, V291, P1766 MANABE S, 2002, J AM CHEM SOC, V124, P12638 MANZONI L, 2003, CHEM COMMUN, P2930 MARKERT C, 2002, HELV CHIM ACTA, V85, P1887 MARKOWICZ MW, 2002, ORG LETT, V4, P3785 MATSUMOTO T, 1988, TETRAHEDRON LETT, V29, P3567 MATSUMOTO T, 1988, TETRAHEDRON LETT, V29, P3575 MIURA T, 2001, ORG LETT, V3, P3947 MIURA T, 2003, ANGEW CHEM INT EDIT, V42, P2047 MIURA T, 2003, TETRAHEDRON LETT, V44, P1819 MOINEAU J, 1999, TETRAHEDRON LETT, V40, P7683 MUKAIYAMA T, 1981, CHEM LETT, P431 NAKAMURA Y, 2001, TETRAHEDRON, V57, P5565 NISHIKIDO J, 2002, TETRAHEDRON, V58, P8345 PARDO J, 2001, ORG LETT, V3, P3711 PLANTE OJ, 2001, SCIENCE, V291, P1523 RABAI J, 2002, J FLUORINE CHEM, V114, P199 ROCABOY C, 2002, ORG LETT, V4, P1993 ROVER S, 1999, TETRAHEDRON LETT, V40, P5667 SCHMIDT RR, 1984, LIEBIGS ANN CHEM, P1343 SCHWINN D, 2002, HELV CHIM ACTA, V85, P255 STUDER A, 1997, TETRAHEDRON, V53, P6681 SUZUKI K, 1988, TETRAHEDRON LETT, V29, P3571 SUZUKI K, 1989, TETRAHEDRON LETT, V30, P4853 TZSCHUCKE CC, 2002, ANGEW CHEM INT EDIT, V41, P3964 TZSCHUCKE CC, 2002, ANGEW CHEM INT EDIT, V41, P4500 VALLIN KSA, 2003, J ORG CHEM, V68, P6639 VARKI A, 1993, GLYCOBIOLOGY, V3, P97 VEENEMAN GH, 1990, TETRAHEDRON LETT, V31, P1331 WIPF P, 1999, TETRAHEDRON LETT, V40, P4649 WIPF P, 1999, TETRAHEDRON LETT, V40, P5139 WIPF P, 2000, J AM CHEM SOC, V122, P9391 XU WZ, 2000, CARBOHYD RES, V325, P169 ZANG EL, 1997, SYNTHETIC COMMUN, V27, P3145 ZHANG QS, 2000, J ORG CHEM, V65, P8866 ZHANG QS, 2002, J AM CHEM SOC, V124, P5774 ZHANG W, 2002, J AM CHEM SOC, V124, P10443