SYNTHETIC APPLICATIONS OF N-ACYLAMINO-1,3-DIENES .14. IMPORTANCE OF ALLYLIC INTERACTIONS AND STEREOELECTRONIC EFFECTS IN DICTATING THE STERIC COURSE OF THE REACTION OF IMINIUM IONS WITH NUCLEOPHILES - AN EFFICIENT TOTAL SYNTHESIS OF (+/-)-GEPHYROTOXIN

被引:118
作者
OVERMAN, LE
LESUISSE, D
HASHIMOTO, M
机构
关键词
D O I
10.1021/ja00354a031
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:5373 / 5379
页数:7
相关论文
共 42 条
[1]   LUPIN-ALKALOIDS .40. PREPARATIONS AND REACTIONS OF CYCLIC ENAMINES AND IMONIUM SALTS [J].
BOHLMANN, F ;
MULLER, HJ ;
SCHUMANN, D .
CHEMISCHE BERICHTE-RECUEIL, 1973, 106 (09) :3026-3034
[2]   CONFORMATIONAL EQUILIBRIA IN CIS-C-METHYLDECAHYDROQUINOLINES - STUDIES AT LOW-TEMPERATURE USING C-13 AND H-1 MAGNETIC-RESONANCE SPECTROSCOPY [J].
BOOTH, H ;
GRIFFITHS, DV ;
JOZEFOWICZ, ML .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1976, (06) :751-760
[3]   HYDROBORATION .22. REACTION OF UNSATURATED ESTERS WITH DIBORANE + DISIAMYLBORANE [J].
BROWN, HC ;
KEBLYS, KA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (09) :1795-&
[4]   SYNTHESIS OF CIS AND TRANS OLEFINS VIA BETA-KETO AND BETA-HYDROXY PHOSPHONAMIDES [J].
COREY, EJ ;
KWIATKOW.GT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (23) :5653-&
[5]  
COREY EJ, 1975, TETRAHEDRON LETT, P2647
[6]  
Daly J W, 1982, Fortschr Chem Org Naturst, V41, P205
[7]  
DALY JW, 1977, HELV CHIM ACTA, V60, P1128, DOI 10.1002/hlca.19770600336
[8]   CLASSIFICATION OF SKIN ALKALOIDS FROM NEOTROPICAL POISON-DART FROGS (DENDROBATIDAE) [J].
DALY, JW ;
BROWN, GB ;
MENSAHDWUMAH, M ;
MYERS, CW .
TOXICON, 1978, 16 (02) :163-188
[9]  
FORDMOORE AH, 1963, ORG SYNTH, V4, P325
[10]   TOTAL SYNTHESIS OF (+/-)-GEPHYROTOXIN [J].
FUJIMOTO, R ;
KISHI, Y ;
BLOUNT, JF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (23) :7154-7156