Acetonides of octonolactones

被引:12
作者
Bell, AA [1 ]
Nash, RJ [1 ]
Fleet, GWJ [1 ]
机构
[1] INST GRASSLAND & ENVIRONM RES,ABERYSTWYTH SY23 3EB,DYFED,WALES
关键词
D O I
10.1016/0957-4166(96)00043-2
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Acetonides of the eight carbon sugar lactones, D-erythro-L-talooctono-1, 4-lactone and D-erythro-L-galactooctono-1 4-lactone, readily derived from glucoheptonolactone, are easily accessible intermediates for the synthesis of sugar mimics with six adjacent stereogenic centres and eight contiguous carbon atoms bearing functional groups.
引用
收藏
页码:595 / 606
页数:12
相关论文
共 27 条
[1]   ACETONIDES OF HEPTONOLACTONES - POWERFUL CHIRONS [J].
BEACHAM, AR ;
BRUCE, I ;
CHOI, S ;
DOHERTY, O ;
FAIRBANKS, AJ ;
FLEET, GWJ ;
SKEAD, BM ;
PEACH, JM ;
SAUNDERS, J ;
WATKIN, DJ .
TETRAHEDRON-ASYMMETRY, 1991, 2 (09) :883-900
[2]   SYNTHESIS FROM D-LYXONOLACTONE OF 1,4-DIDEOXY-1,4-IMINO-L-ARABINITOL, A GLUCOSIDASE INHIBITOR WITH INVITRO ANTIVIRAL ACTIVITY [J].
BEHLING, JR ;
CAMPBELL, AL ;
BABIAK, KA ;
NG, JS ;
MEDICH, J ;
FARID, P ;
FLEET, GWJ .
TETRAHEDRON, 1993, 49 (16) :3359-3366
[3]  
Brimacombe J. S., 1966, CARBOHYD RES, V2, P341
[4]   NUCLEOPHILIC DISPLACEMENT REACTIONS IN CARBOHYDRATES .2. REACTION OF 2,3-6,7-DI-O-ISOPROPYLIDENE-5-O-TOLUENE-P-SULPHONYL-D-GLYCERO-D-GULO-HEPTOFURANOSE WITH SODIUM METHOXIDE [J].
BRIMACOMBE, JS ;
TUCKER, LCN .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (05) :562-+
[5]  
BROWN D, 1994, CARBOHYDR LETT, V1, P31
[6]  
ESTEVEZ JC, 1995, TETRAHEDRON LETT, V36, P8287, DOI 10.1016/00404-0399(50)1732W-
[7]  
ESTEVEZ JC, 1996, IN PRESS TETRAHEDRON, V7
[8]  
FANK H, 1995, TETRAHEDRON, V51, P5397
[9]   SHORT EFFICIENT SYNTHESIS OF THE ALPHA-L-FUCOSIDASE INHIBITOR, DEOXYFUCONOJIRIMYCIN [1,5-DIDEOXY-1,5-IMINO-L-FUCITOL] FROM D-LYXONOLACTONE [J].
FLEET, GWJ ;
PETURSSON, S ;
CAMPBELL, AL ;
MUELLER, RA ;
BEHLING, JR ;
BABIAK, KA ;
NG, JS ;
SCAROS, MG .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (03) :665-666
[10]  
FLEET GWJ, 1990, TETRAHEDRON, V46, P19