SYNTHETIC (S)-5-(BENZOYLOXY)-6-OXOHEXANOIC ACID ETHYL-ESTER AND [S,S-(E)]-3-(HYDROXYMETHYL)OXIRANEBUTANOIC ACID METHYL-ESTER, IMPORTANT SYNTHONS FOR LEUKOTRIENE-B4 AND LEUKOTRIENE-A4, FROM D-ARABINOSE

被引:17
作者
MAEHR, H
PERROTTA, A
SMALLHEER, J
机构
关键词
D O I
10.1021/jo00239a028
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
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页码:832 / 836
页数:5
相关论文
共 28 条
[1]   A GREATLY IMPROVED PROCEDURE FOR RUTHENIUM TETRAOXIDE CATALYZED OXIDATIONS OF ORGANIC-COMPOUNDS [J].
CARLSEN, PHJ ;
KATSUKI, T ;
MARTIN, VS ;
SHARPLESS, KB .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (19) :3936-3938
[2]  
CHAKRIN LW, 1984, LEUKOTRIENES CHEM BI
[3]   ENANTIOSPECIFIC SYNTHESES OF LEUKOTRIENE-C4, LEUKOTRIENE-D4, AND LEUKOTRIENE-E4 AND [14,15-H-3(2)]LEUKOTRIENE-E4 DIMETHYL ESTER [J].
COHEN, N ;
BANNER, BL ;
LOPRESTI, RJ ;
WONG, F ;
ROSENBERGER, M ;
LIU, YY ;
THOM, E ;
LIEBMAN, AA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (11) :3661-3672
[4]  
Corey E. J., 1980, J AM CHEM SOC, V102, P3663
[5]   STEREOSPECIFIC TOTAL SYNTHESIS OF A SLOW REACTING SUBSTANCE OF ANAPHYLAXIS, LEUKOTRIENE C-1 [J].
COREY, EJ ;
CLARK, DA ;
GOTO, G ;
MARFAT, A ;
MIOSKOWSKI, C ;
SAMUELSSON, B ;
HAMMARSTROM, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (04) :1436-1439
[6]   LEUKOTRIENE-B - TOTAL SYNTHESIS AND ASSIGNMENT OF STEREOCHEMISTRY [J].
COREY, EJ ;
MARFAT, A ;
GOTO, G ;
BRION, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (27) :7984-7985
[7]   CHIRALLY DIRECTED SYNTHESIS OF (-)-METHYL "5(S),6(S),OXIDO-7-HYDROXYHEPTANOATE .1. KEY INTERMEDIATE FOR THE TOTAL SYNTHESIS OF LEUKOTRIENE-A, LEUKOTRIENE-C, LEUKOTRIENE-D, AND LEUKOTRIENE-E [J].
COREY, EJ ;
HASHIMOTO, SI ;
BARTON, AE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (03) :721-722
[8]   A STEREOCONTROLLED AND EFFECTIVE SYNTHESIS OF LEUKOTRIENE-B-(1) [J].
COREY, EJ ;
MARFAT, A ;
MUNROE, J ;
KIM, KS ;
HOPKINS, PB ;
BRION, F .
TETRAHEDRON LETTERS, 1981, 22 (12) :1077-1080
[9]   LEUKOTRIENES [J].
GREEN, RH ;
LAMBETH, PF .
TETRAHEDRON, 1983, 39 (10) :1687-1721
[10]   STEREOSPECIFIC SYNTHESIS OF LEUKOTRIENE B4 (LTB4) [J].
GUINDON, Y ;
ZAMBONI, R ;
LAU, CK ;
ROKACH, J .
TETRAHEDRON LETTERS, 1982, 23 (07) :739-742