Tetrachlorophthalimido- and pent-4-enoyl-protected glucosamines as precursors for preparation of 2-azido-2-deoxyglucopyranosyl building blocks

被引:13
作者
Olsson, L [1 ]
Jia, ZJ [1 ]
Fraser-Reid, B [1 ]
机构
[1] Nat Prod & Glycotechnol Res Inst Inc, Durham, NC 27707 USA
关键词
D O I
10.1021/jo980427c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:3790 / 3792
页数:3
相关论文
共 17 条
[1]   Metal catalyzed diazo transfer for the synthesis of azides from amines [J].
Alper, PB ;
Hung, SC ;
Wong, CH .
TETRAHEDRON LETTERS, 1996, 37 (34) :6029-6032
[2]  
BANOUB J, 1992, CHEM REV, V92, P1165
[3]   FACILE PREPARATION OF GLYCOSYL DONORS FOR OLIGOSACCHARIDE SYNTHESIS - 2-AZIDO-2-DEOXYHEXOPYRANOSYL BUILDING-BLOCKS [J].
BUSKAS, T ;
GAREGG, PJ ;
KONRADSSON, P ;
MALOISEL, JL .
TETRAHEDRON-ASYMMETRY, 1994, 5 (11) :2187-2194
[4]   TRIFLUOROMETHANESULFONYL AZIDE - ITS REACTION WITH ALKYL AMINES TO FORM ALKYL AZIDES [J].
CAVENDER, CJ ;
SHINER, VJ .
JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (22) :3567-&
[5]   Azido-phenylselenylation of 3-O-benzyl-2-deoxy-5,6-O-isopropylidene-D-arabino-1,4-anhydro-hex-1-enitol: Convenient preparation of 2-azido-2-deoxy-D-glucofurano- and glucopyranoside donors. [J].
Chelain, E ;
Czernecki, S ;
Chmielewski, M ;
Kaluza, Z .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1996, 15 (05) :571-579
[6]   N-tetrachlorophthaloyl (TCP) for ready protection/deprotection of amino sugar glycosides [J].
Debenham, JS ;
Debenham, SD ;
FraserReid, B .
BIOORGANIC & MEDICINAL CHEMISTRY, 1996, 4 (11) :1909-1918
[7]   TCP- and phthalimide-protected n-pentenyl glucosaminide precursors for the synthesis of nodulation factors as illustrated by the total synthesis of NodRf-III (C18:1, MeFuc) [J].
Debenham, JS ;
Rodebaugh, R ;
FraserReid, B .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (14) :4591-4600
[8]  
GAREGG PJ, 1982, CARBOHYD RES, V108, P97
[9]   Studies toward lipid A: Synthesis of differentially protected disaccharide fragments [J].
Griffiths, SL ;
Madsen, R ;
FraserReid, B .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (11) :3654-3658
[10]   SYNTHESIS OF 1,6-ANHYDRO-2-ORTHO-TRIFLUOROMETHANESULPHONYL-BETA-D-MANNO-PYRANOSE DERIVATIVES AND THEIR CONVERSION INTO THE CORRESPONDING 1,6-ANHYDRO-2-AZIDO-2-DEOXY-BETA-D-GLUCOPYRANOSES - A CONVENIENT AND EFFICIENT APPROACH [J].
KLOOSTERMAN, M ;
DENIJS, MP ;
VANBOOM, JH .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1986, 5 (02) :215-233