ONE-POT STEREOSELECTIVE SYNTHESIS OF GLYCOSYL AZIDES VIA 1,2-CYCLIC SULFITE

被引:24
作者
ELMESLOUTI, A [1 ]
BEAUPERE, D [1 ]
DEMAILLY, G [1 ]
UZAN, R [1 ]
机构
[1] FAC SCI AMLENS,CHIM ORGAN LAB,VALORISAT GLUCIDES GRP,F-80039 AMLENS,FRANCE
关键词
D O I
10.1016/S0040-4039(00)76700-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In a one-pot procedure, treatment of partially protected or unprotected aldoses with N,N'-thionyldiimidazole and then, lithium azide leads stereoselectively to glycosyl azides.
引用
收藏
页码:3913 / 3916
页数:4
相关论文
共 23 条
[1]   FACILE OXETANE FORMATION IN A RIGID BICYCLO[2.2.2]OCTANE SYSTEM [J].
DENMARK, SE .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (15) :3144-3147
[2]   Summaries, structure and reactivity regarding 1,2 : 3,4-disulfite beta-L-arabinopyranosis nucleophiles [J].
Gagnieu, Christian H. ;
Guiller, Alain ;
Pacheco, Henri .
CARBOHYDRATE RESEARCH, 1988, 180 (02) :223-231
[3]   SUBSTITUTION OF OSIDIC CYCLIC SULFITES BY THE NITROGEN ION [J].
GUILLER, A ;
GAGNIEU, CH ;
PACHECO, H .
TETRAHEDRON LETTERS, 1985, 26 (51) :6343-6344
[4]   SYNTHESIS OF OSIDIC CYCLIC SULFITES IN C-1,C-2 [J].
GUILLER, A ;
GAGNIEU, CH ;
PACHECO, H .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1986, 5 (02) :153-160
[5]   SYNTHESIS OF GLYCOSYL AZIDES OR BENZOATES FROM CYCLIC SULFITES IN C-1,C-2 [J].
GUILLER, A ;
GAGNIEU, CH ;
PACHECO, H .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1986, 5 (02) :161-168
[6]  
GYORGYDEAK Z, 1977, LIEBIGS ANN CHEM, P1987
[7]   PREPARATION OF LITHIUM AZIDE [J].
HOFMANBANG, N .
ACTA CHEMICA SCANDINAVICA, 1957, 11 (03) :581-582
[8]  
KUNZ H, 1989, LIEBIGS ANN CHEM, P45
[9]  
LARABI ML, 1994, IN PRESS TETRAHEDRON
[10]   TETRAMETHYLGUANIDINIUM AZIDE AS A NEW REAGENT FOR THE STEREOSELECTIVE SYNTHESIS OF GLYCOSYL AZIDES [J].
LI, C ;
ARASAPPAN, A ;
FUCHS, PL .
TETRAHEDRON LETTERS, 1993, 34 (22) :3535-3538