PREPARATION OF (2R,3S)-1,2-EPOXYPENT-4-EN-3-OL, A NEW CHIRAL BUILDING BLOCK FOR THE SYNTHESIS OF (+)-ENDO-BREVICOMIN AND (-)-EXO-BREVICOMIN

被引:87
作者
HATAKEYAMA, S [1 ]
SAKURAI, K [1 ]
TAKANO, S [1 ]
机构
[1] TOHOKU UNIV,INST PHARMACEUT,SENDAI,MIYAGI 980,JAPAN
关键词
D O I
10.1039/c39850001759
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:1759 / 1761
页数:3
相关论文
共 22 条
[1]  
Behrens C. H., 1983, ALDRICHIM ACTA, V16, P67
[2]   ON THE STERIC COURSE OF ADDITION OF GRIGNARD-REAGENTS ONTO ALPHA,BETA-DIALKOXY ERYTHRO AND THREO CHIRAL ALDEHYDES - SYNTHESIS OF (+) AND (-)-EXO AND ENDO-BREVICOMIN [J].
BERNARDI, R ;
FUGANTI, C ;
GRASSELLI, P .
TETRAHEDRON LETTERS, 1981, 22 (40) :4021-4024
[3]  
COREY EJ, 1975, TETRAHEDRON LETT, P3183
[4]  
CZERNECKI S, 1976, TETRAHEDRON LETT, P3535
[5]   UNSATURATED CARBOHYDRATES .25. ABBREVIATED SYNTHESIS OF THE INSECT PHEROMONE (+)-EXO-BREVICOMIN FROM A NONA-3,8-DIENULOSE DERIVATIVE [J].
FERRIER, RJ ;
PRASIT, P .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (08) :1645-1647
[6]   UNSATURATED CARBOHYDRATES .27. SYNTHESIS OF (-)-EXO-BREVICOMIN FROM A NONA-3,8-DIENULOSE DERIVATIVE [J].
FERRIER, RJ ;
SCHMIDT, P ;
TYLER, PC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (02) :301-303
[7]   CARBOHYDRATE-LIKE CHIRAL SYNTHONS - PREPARATION OF (R) GAMMA-HEXANOLIDE, (5R,6S,7S) 6,7-ISOPROPYLIDENDIOXY-DELTA-OCTANOLIDE AND (+)-EXOBREVICOMIN FROM (2S,3S,4R) 2,3-ISOPROPYLIDENDIOXY-4-BENZYLOXYHEPT-6-ENE [J].
FUGANTI, C ;
GRASSELLI, P ;
PEDROCCHIFANTONI, G ;
SERVI, S ;
ZIROTTI, C .
TETRAHEDRON LETTERS, 1983, 24 (35) :3753-3756
[8]   FACILE SYNTHESIS OF THE ENANTIOMERS OF EXO-BREVICOMIN [J].
JOHNSTON, BD ;
OEHLSCHLAGER, AC .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (27) :5384-5386
[9]   THE 1ST PRACTICAL METHOD FOR ASYMMETRIC EPOXIDATION [J].
KATSUKI, T ;
SHARPLESS, KB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (18) :5974-5976
[10]   STEREOSELECTIVE TOTAL SYNTHESIS OF EXO-BREVICOMIN AND ENDO-BREVICOMIN [J].
KOCIENSKI, PJ ;
OSTROW, RW .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (02) :398-400