METHODS FOR INDOLE ALKALOID SYNTHESIS - A STUDY OF THE COMPATIBILITY OF THE INDOLE 2,3-QUINODIMETHANE STRATEGY FOR THE SYNTHESIS OF 16-METHOXY-SUBSTITUTED ASPIDOSPERMA-TYPE ALKALOIDS - SYNTHESIS OF (+)- AND (-)-16-METHOXYTABERSONINE

被引:82
作者
CARDWELL, K [1 ]
HEWITT, B [1 ]
LADLOW, M [1 ]
MAGNUS, P [1 ]
机构
[1] INDIANA UNIV,DEPT CHEM,BLOOMINGTON,IN 47405
关键词
D O I
10.1021/ja00215a039
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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页码:2242 / 2248
页数:7
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共 58 条
[41]   NEW METHOD FOR DIRECT CONVERSION OF AMIDES TO AMINES [J].
RADHAKRISHNA, AS ;
PARHAM, ME ;
RIGGS, RM ;
LOUDON, GM .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (10) :1746-1747
[42]   SYNTHESIS OF SUBSTITUTED INDOLES VIA MEERWEIN ARYLATION [J].
RAUCHER, S ;
KOOLPE, GA .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (12) :2066-2069
[43]   A CONVENIENT METHOD FOR THE SELECTIVE REDUCTION OF AMIDES TO AMINES [J].
RAUCHER, S ;
KLEIN, P .
TETRAHEDRON LETTERS, 1980, 21 (42) :4061-4064
[44]  
SMILES S, 1921, J CHEM SOC, P1792
[45]   On the constitution of physostigmin. [J].
Spath, E ;
Brunner, O .
BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1925, 58 :518-523
[46]   CLEAVAGE OF BENZYL ETHERS WITH [BIS(TRIFLUOROACETOXY)IODO]BENZENE [J].
SPYROUDIS, S ;
VARVOGLIS, A .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (14) :615-616
[47]   INTRAMOLECULAR TRANSFER OF CHIRALITY FROM SULFUR TO CARBON - DEHYDROCYCLIZATION OF OPTICALLY-ACTIVE O-BENZYLSULFINYLBENZOIC ACID WITH DICYCLOHEXYLCARBODIIMIDE [J].
STRIDSBERG, B ;
ALLENMAR.S .
ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1974, B 28 (05) :591-593
[48]   BOROHYDRIDE AND CYANOBOROHYDRIDE REDUCTION OF THIOIMONIUM SALTS - A CONVENIENT ROUTE FOR TRANSFORMATION OF AMIDES TO AMINES [J].
SUNDBERG, RJ ;
WALTERS, CP ;
BLOOM, JD .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (18) :3730-3732
[49]  
TAKAI K, 1978, TETRAHEDRON LETT, P2417
[50]   2 FACILE ROUTES TO INTERMEDIATES FOR SYNTHESES OF ASPIDOSPERMA INDOLE ALKALOIDS, VINDOLINE AND VINDOROSINE [J].
TAKANO, S ;
SHISHIDO, K ;
SATO, M ;
OGASAWARA, K .
HETEROCYCLES, 1977, 6 (9-10) :1699-1704