(-)-QUINIC ACID IN ORGANIC-SYNTHESIS .2. FACILE SYNTHESES OF PSEUDO-BETA-D-MANNOPYRANOSE AND PSEUDO-BETA-D-FRUCTOPYRANOSE

被引:50
作者
SHING, TKM [1 ]
TANG, Y [1 ]
机构
[1] VICTORIA UNIV MANCHESTER,DEPT CHEM,MANCHESTER M13 9PL,ENGLAND
关键词
D O I
10.1016/S0040-4020(01)86463-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Pseudo-beta-D-mannopyranose (1) and pseudo-beta-D-fructopyranose (2) have been obtained from quinic acid in seven and twelve steps respectively.
引用
收藏
页码:4571 / 4578
页数:8
相关论文
共 14 条
[1]  
BLATTNER R, 1987, J CHEM SOC CHEM COMM, P262
[2]   ALICYCLIC CARBOHYDRATES .29. SYNTHESIS OF A PSEUDO-HEXOSE (2,3,4,5-TETRAHYDROXYCYCLOHEXANEMETHANOL) [J].
MCCASLAN.GE ;
FURUTA, S ;
DURHAM, LJ .
JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (05) :1516-&
[3]  
MIWA I, 1985, BIOCHEM INT, V11, P809
[4]   SYNTHETIC STUDIES ON PSEUDO-SUGARS [J].
OGAWA, S .
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1985, 43 (01) :26-39
[5]   PSEUDO-SUGARS .18. SYNTHESIS AND SWEETNESS OF PSEUDO-BETA-D AND L-FRUCTOPYRANOSE [J].
OGAWA, S ;
UEMATSU, Y ;
YOSHIDA, S ;
SASAKI, N ;
SUAMI, T .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1987, 6 (03) :471-478
[6]  
PAULSEN H, 1984, LIEBIGS ANN CHEM, P433
[7]  
PAULSEN H, 1987, LIEBIGS ANN CHEM, P125
[8]   NUCLEIC-ACID RELATED-COMPOUNDS .42. A GENERAL PROCEDURE FOR THE EFFICIENT DEOXYGENATION OF SECONDARY ALCOHOLS - REGIOSPECIFIC AND STEREOSELECTIVE CONVERSION OF RIBONUCLEOSIDES TO 2'-DEOXYNUCLEOSIDES [J].
ROBINS, MJ ;
WILSON, JS ;
HANSSKE, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (12) :4059-4065
[9]   ENANTIOSPECIFIC SYNTHESIS OF 2-CROTONYLOXY-(4R,5R,6R)-4,5,6-TRIHYDROXYCYCLOHEX-2-ENONE (COTC) FROM QUINIC ACID [J].
SHING, TKM ;
TANG, Y .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (04) :312-312
[10]  
SHING TKM, 1990, TETRAHEDRON, V46, P6575