QUINOLINE ALKALOIDS .27. SYNTHESIS OF THE PTELEA ALKALOIDS PTELEFLORINE, NEOHYDROXYLUNINE, O-METHYLHYDROXYLUNINIUM SALT AND HYDROXYLUNINE

被引:16
作者
NEVILLE, CF [1 ]
GRUNDON, MF [1 ]
RAMACHANDRAN, VN [1 ]
REISCH, J [1 ]
机构
[1] UNIV MUNSTER,INST PHARMAZEUT CHEM,W-4400 MUNSTER,GERMANY
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 02期
关键词
D O I
10.1039/p19910000259
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Methods for the racemic syntheses of the Ptelea alkaloids, pteleflorine 12, neohydroxylunine 14, O-methylhydroxyluninium salt 15, hydroxylunine 16 and related compounds, are described. A more convenient method for the preparation of 1,3-benzodioxol-4-amine 3 is also reported.
引用
收藏
页码:259 / 262
页数:4
相关论文
共 27 条
[1]  
BAUMGARTEN HE, 1965, J AM CHEM SOC, V87, P141
[2]   QUINOLINE ALKALODIS .9. A PARTIAL ASYMMETRIC SYNTHESIS OF ORIXINE [J].
BOWMAN, RM ;
GRUNDON, MF .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (22) :2368-&
[3]   QUINOLINE ALKALOIDS .8. SYNTHESIS AND NUCLEAR MAGNETIC RESONANCE SPECTRA OF (+-)-PLATYDESMINE (+-)-ISOBALFOURODINE AND RELATED COMPOUNDS [J].
BOWMAN, RM ;
GRUNDON, MF .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1966, (17) :1504-&
[4]   BIOSYNTHESIS OF AROMATIC ISOPRENOIDS .1. ROLE OF 3-PRENYL-QUINOLINES AND OF PLATYDESMINE IN BIOSYNTHESIS OF FUROQUINOLINE ALKALOID, DICTAMNINE [J].
COLLINS, JF ;
DONNELLY, WJ ;
GRUNDON, MF ;
JAMES, KJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (19) :2177-2181
[5]   STUDIES ON PLANTS .19. NEW BALFOURODENDRON 4-QUINOLONE ALKALOIDS [J].
CORRAL, RA ;
ORAZI, OO ;
BENAGES, IA .
TETRAHEDRON, 1973, 29 (01) :205-211
[6]  
DALLACKER F, 1978, Z NATURFORSCH C, V33, P465
[7]   COUMARINS AND ALKALOIDS OF GENUS PTELEA [J].
DREYER, DL .
PHYTOCHEMISTRY, 1969, 8 (06) :1013-&
[8]   QUINOLINE ALKALOIDS .20. SYNTHESIS OF PTELEFOLONE AND O-METHYLRIBALINE - RING-CLOSURE OF EPOXIDES OF 3-PRENYLQUINOLONES [J].
GASTON, JL ;
GRUNDON, MF .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (10) :2294-2299
[9]   QUINOLINE ALKALOIDS .26. PSEUDOBASES FROM THE REACTION OF FUROQUINOLINONES WITH METHYL-IODIDE - A NEW ROUTE TO 3-(3-METHYL-2-OXOBUTYL)-QUINOLIN-2(1H)-ONES [J].
GASTON, JL ;
GRUNDON, MF .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (05) :905-908
[10]   QUINOLINE ALKALOIDS .19. SYNTHESIS OF O-METHYLPTELEFOLONIUM IODIDE AND (+/-)-DUBINIDINE [J].
GASTON, JL ;
GRUNDON, MF ;
JAMES, KJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (05) :1136-1138