SYNTHESIS OF MONOTERPENOIDS AND SESQUITERPENOIDS .20. SYNTHESIS OF OXYGENATED EREMOPHILANES, GIGANTENONE, PHOMENONE AND PHASEOLINONE, PHYTOTOXINS FROM PATHOGENIC FUNGI

被引:25
作者
KITAHARA, T
KIYOTA, H
KURATA, H
MORI, K
机构
[1] Department of Agricultural Chemistry The University of Tokyo, Bunkyo-ku, Tokyo, 113
关键词
D O I
10.1016/S0040-4020(01)96908-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Stereoselective synthesis of several oxygenated eremophilane sesquiterpenes as phytotoxins, (+)-gigantenone 1, (+)-phomenone 2 and (+)-phaseolinone 3, was achieved in short steps from (+)-sporogen-AO 1 (13-desoxyphomenone) 4.
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页码:1649 / 1654
页数:6
相关论文
共 27 条
[1]  
BATTALICO A, 1982, PHYTOPATHOL MEDITERR, V21, P39
[2]   PROXIMITY EFFECTS .42. REACTION OF LITHIUM DIETHYLAMIDE WITH CIS- AND TRANS-4-OCTENE OXIDE [J].
COPE, AC ;
HEEREN, JK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (14) :3125-&
[3]   DIMETHYLOXOSULFONIUM METHYLIDE ((CH3)2SOCH2) AND DIMETHYLSULFONIUM METHYLIDE ((CH3)2SCH2) FORMATION AND APPLICATION TO ORGANIC SYNTHESIS [J].
COREY, EJ ;
CHAYKOVSKY, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (06) :1353-+
[4]  
Daly J.M., 1984, TOXINS PLANT PATHOGE, DOI [10.1086/414099, DOI 10.1086/414099]
[5]  
DHAR TK, 1982, TETRAHEDRON LETT, V23, P5459
[6]  
DURBIN RD, 1983, TOXINS PLANT DISEASE
[7]   CATALYTIC ASYMMETRIC EPOXIDATION AND KINETIC RESOLUTION - MODIFIED PROCEDURES INCLUDING INSITU DERIVATIZATION [J].
GAO, Y ;
HANSON, RM ;
KLUNDER, JM ;
KO, SY ;
MASAMUNE, H ;
SHARPLESS, KB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (19) :5765-5780
[8]   REGIOSPECIFIC ADDITION OF BENZENESELENENYL HALIDE TO 1,1-DISUBSTITUTED OLEFINS [J].
HO, PT ;
KOLT, RJ .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1982, 60 (05) :663-666
[9]  
KATSUKI T, 1980, J AM CHEM SOC, V102, P5976
[10]   GIGANTENONE, A NOVEL SESQUITERPENE PHYTOHORMONE MIMIC [J].
KENFIELD, D ;
BUNKERS, G ;
WU, YH ;
STROBEL, G ;
SUGAWARA, F ;
HALLOCK, Y ;
CLARDY, J .
EXPERIENTIA, 1989, 45 (09) :900-902