TOTAL SYNTHESIS OF THE UNIQUE MYCOTOXIN ALPHA-CYCLOPIAZONIC ACID (ALPHA-CA) - AN UNUSUAL DIMETHYLZINC-MEDIATED REPLACEMENT OF A PHENYLTHIO SUBSTITUENT BY A METHYL-GROUP AND A CONTRATHERMODYNAMIC RANEY-NICKEL DESULFURIZATION REACTION

被引:45
作者
KOZIKOWSKI, AP [1 ]
GRECO, MN [1 ]
SPRINGER, JP [1 ]
机构
[1] MERCK SHARP & DOHME RES LABS,RAHWAY,NJ 07065
关键词
D O I
10.1021/ja00334a084
中图分类号
O6 [化学];
学科分类号
0703 ;
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页码:6873 / 6874
页数:2
相关论文
共 24 条
[1]   MAGNESIUM AND ZINC-CATALYZED THIOKETALIZATION [J].
COREY, EJ ;
SHIMOJI, K .
TETRAHEDRON LETTERS, 1983, 24 (02) :169-172
[2]  
HARRIS SA, 1965, J MED CHEM, V8, P447
[3]  
HARRISON J, 1971, TROP SCI, V13, P57
[4]  
HELLMANN H, 1958, CHEM BER, V91, P2417
[5]   SYNTHESIS OF (R)-6-METHYLTRYPTOPHAN VIA ENANTIOSELECTIVE CATALYTIC-HYDROGENATION [J].
HENGARTNER, U ;
VALENTINE, D ;
JOHNSON, KK ;
LARSCHEID, ME ;
PIGOTT, F ;
SCHEIDL, F ;
SCOTT, JW ;
SUN, RC ;
TOWNSEND, JM ;
WILLIAMS, TH .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (22) :3741-3747
[6]   ISOLATION AND STRUCTURE OF CYCLOPIAZONIC ACID A TOXIC METABOLITE OF PENICILLIUM CYCLOPIUM WESTLING [J].
HOLZAPFE.CW .
TETRAHEDRON, 1968, 24 (05) :2101-&
[7]  
Holzapfel C.W., 1980, BIOSYNTH MYCOTOX, P327
[8]  
HOLZAPFEL CW, 1977, S AFR J CHEM, V30, P125
[9]   ISOLATION AND STRUCTURE OF 2 NEW INDOLE DERIVATIVES FROM PENICILLIUM-CYCLOPIUM WESTLING [J].
HOLZAPFEL, CW ;
HUTCHISON, RD ;
WILKINS, DC .
TETRAHEDRON, 1970, 26 (22) :5239-+
[10]  
HOLZAPFEL CW, 1977, S AFR J CHEM, V30, P233