GEM-DIFLUORINATION VERSUS 1,2-MIGRATION AND FRAGMENTATION IN THE REACTION OF 2-ULOSES AND 3-ULOSES WITH DAST - INFLUENCE OF STEREOCHEMISTRY AT THE ANOMERIC CARBON-ATOM

被引:36
作者
ELLAGHDACH, A
ECHARRI, R
MATHEU, MI
BARRENA, MI
CASTILLON, S
GARCIA, J
机构
[1] UNIV BARCELONA,FAC CIENCIES QUIM,DEPT QUIM,PSA IMPERIAL TARRACO 1,E-43005 TARRAGONA,SPAIN
[2] UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,SPAIN
关键词
D O I
10.1021/jo00014a047
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:4556 / 4559
页数:4
相关论文
共 31 条
[1]   2-DEOXY-2,2-DIFLUORO-D-ARABINO-HEXOSE(2,2-DIFLUOROGLUCOSE) [J].
ADAMSON, J ;
FOSTER, AB ;
WESTWOOD, JH .
CARBOHYDRATE RESEARCH, 1971, 18 (02) :345-&
[2]  
AN S, 1986, TETRAHEDRON LETT, P3219
[3]   THE USE OF PYRIDINIUM CHLOROCHROMATE FOR PREPARATION OF HEXOPYRANOSIDULOSES WITHOUT EPIMERIZATION [J].
BISSEMBER, BB ;
WIGHTMAN, RH .
CARBOHYDRATE RESEARCH, 1980, 81 (01) :187-191
[4]  
BOSWELL GA, 1974, ORG REACTIONS, V21, P20, DOI DOI 10.1002/0471264180.OR021.01
[5]   PHOTOCHEMISTRY OF KETONES DERIVED FROM CARBOHYDRATES .3. TYPE 2 REACTIONS OF SOME PYRANOSID-2-ULOSE AND PYRANOSID-3-ULOSE DERIVATIVES [J].
COLLINS, PM ;
IYER, R ;
GUPTA, P .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1972, (13) :1670-&
[6]   SYNTHESIS OF DERIVATIVES OF 3-AMINO-2,2-DIFLUORO-2,3,6-TRIDEOXY-L-LYXOPYRANOSE (2,2-DIFLUORODAUNOSAMINE) [J].
DESSINGES, A ;
ESCRIBANO, FC ;
LUKACS, G ;
OLESKER, A ;
THANG, TT .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (08) :1633-1634
[7]  
Dmowski J, 1985, ORG REACTIONS, V34, P319
[8]   SYNTHESIS AND PROPERTIES OF 7,7-DIFLUORO DERIVATIVES OF THE 2,6-DIOXA[3.1.1]BICYCLOHEPTANE RING-SYSTEM PRESENT IN THROMBOXANE-A2 [J].
FRIED, J ;
HALLINAN, EA ;
SZWEDO, MJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (13) :3871-3872
[9]   METHODS OF FLUORINATION IN ORGANIC-CHEMISTRY [J].
GERSTENBERGER, MRC ;
HAAS, A .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1981, 20 (08) :647-667
[10]   THE REFORMATSKY REACTION OF BROMODIFLUOROMETHYLACETYLENE DERIVATIVES - APPLICATION TO THE SYNTHESIS OF FLUORINATED BIOACTIVE COMPOUNDS [J].
HANZAWA, Y ;
INAZAWA, K ;
KON, A ;
AOKI, H ;
KOBAYASHI, Y .
TETRAHEDRON LETTERS, 1987, 28 (06) :659-662