1ST TOTAL SYNTHESIS OF THE INDOLE ALKALOID ERVITSINE - A STRAIGHTFORWARD, BIOMIMETIC APPROACH

被引:39
作者
BENNASAR, ML
VIDAL, B
BOSCH, J
机构
[1] Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona
关键词
D O I
10.1021/ja00065a074
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:5340 / 5341
页数:2
相关论文
共 19 条
[1]   NUCLEOPHILIC-ADDITION OF INDOLE-2-ACETIC ESTER ENOLATES TO N-ALKYLPYRIDINIUM SALTS - A FORMAL SYNTHESIS OF THE STRYCHNOS ALKALOIDS TUBIFOLIDINE AND TUBIFOLINE [J].
ALVAREZ, M ;
SALAS, M ;
DEVECIANA, A ;
LAVILLA, R ;
BOSCH, J .
TETRAHEDRON LETTERS, 1990, 31 (35) :5089-5092
[2]  
ANDRIANTSIFERANA M, 1977, TETRAHEDRON LETT, P2587
[3]  
BENNASAR ML, 1988, HETEROCYCLES, V27, P789
[4]   GENERAL-METHOD FOR THE SYNTHESIS OF BRIDGED INDOLE ALKALOIDS - NUCLEOPHILIC-ADDITION OF INDOLEACETIC ESTER ENOLATES TO N-ALKYLPYRIDINIUM SALTS [J].
BENNASAR, ML ;
ALVAREZ, M ;
LAVILLA, R ;
ZULAICA, E ;
BOSCH, J .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (04) :1156-1168
[5]   A STRAIGHTFORWARD ENTRY TO THE ERVITSINE SKELETON - SYNTHESIS OF 16-DEMETHYLENEERVITSINE [J].
BENNASAR, ML ;
ZULAICA, E ;
VIDAL, B ;
BOSCH, J .
TETRAHEDRON LETTERS, 1992, 33 (27) :3895-3898
[6]   SYNTHETIC APPLICATIONS OF "2-CYANO-1,2,3,6-TETRAHYDROPYRIDINES .2. SYNTHESIS OF ISODASYCARPIDONE AND RELATED SYSTEMS, THE ERVITSINE SKELETON, AND ITS BENZO ANALOG [J].
BOSCH, J ;
RUBIRALTA, M ;
DOMINGO, A ;
BOLOS, J ;
LINARES, A ;
MINGUILLON, C ;
AMAT, M ;
BONJOCH, J .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (09) :1516-1522
[7]   ELABORATION OF THE ETHYLIDENE SUBSTITUENT IN THE SYNTHESIS OF INDOLE ALKALOIDS [J].
BOSCH, J ;
BENNASAR, ML .
HETEROCYCLES, 1983, 20 (12) :2471-2511
[8]   SYNTHETIC APPLICATIONS OF 2-CYANO-1,2,3,6-TETRAHYDROPYRIDINES .3. SYNTHESIS OF 19,20-ISO-16-DEMETHYLENEERVITSINE [J].
BOSCH, J ;
RUBIRALTA, M ;
BOLOS, J .
TETRAHEDRON, 1987, 43 (02) :391-396
[9]   2-CYANO DELTA-3 PIPERIDEINES .9. GENERAL STRATEGIES FOR THE SYNTHESIS OF CORYNANTHE-STRYCHNOS TYPE INDOLE ALKALOIDS [J].
GRIERSON, DS ;
HARRIS, M ;
HUSSON, HP .
TETRAHEDRON, 1983, 39 (22) :3683-3694
[10]   STUDIES IN INDOLE SERIES .6. TRANSFORMATION OF VOBASINE TYPE ALKALOIDS TO DEHYDROERVATAMINE TYPE ALKALOIDS - X-RAY ANALYSIS OF ERVATAMINE [J].
HUSSON, A ;
LANGLOIS, Y ;
RICHE, C ;
HUSSON, HP ;
POTIER, P .
TETRAHEDRON, 1973, 29 (19) :3095-3098