A TOTAL SYNTHESIS OF THE PYRROLOPHENTHRIDONE ALKALOID OXOASSOANINE

被引:21
作者
MEYERS, AI
HUTCHINGS, RH
机构
[1] Department of Chemistry, Colorado State University, Fort Collins
基金
美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4039(00)73705-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Coupling of the Grignard derived from N-Benzyl-7-bromoindoline with an aryl oxazoline leads to the title compound in good yield (Scheme 3). This methodology provides a versatile route to the Pyrrolophenthridone class of alkaloids.
引用
收藏
页码:6185 / 6188
页数:4
相关论文
共 17 条
[1]  
BLACK DS, 1993, SYNLETT, P246
[2]   SYNTHESIS OF PYRROLOPHENANTHRIDONES BY ARYL-ARYL COUPLING REACTIONS [J].
BLACK, DS ;
KELLER, PA ;
KUMAR, N .
TETRAHEDRON, 1993, 49 (01) :151-164
[3]   A DIRECT SYNTHESIS OF PYRROLOPHENANTHRIDONE ALKALOIDS [J].
BLACK, DS ;
KELLER, PA ;
KUMAR, N .
TETRAHEDRON LETTERS, 1989, 30 (42) :5807-5808
[4]  
CASTEDO L, 1992, TETRAHEDRON LETT, V33, P2407
[5]   CHEMICAL-CONSTITUENTS OF AMARYLLIDACEAE .13. ALKALOIDS OF HAEMANTHUS-KALBREYERI [J].
GHOSAL, S ;
LOCHAN, R ;
ASHUTOSH ;
KUMAR, Y ;
SRIVASTAVA, RS .
PHYTOCHEMISTRY, 1985, 24 (08) :1825-1828
[6]   CHEMICAL-CONSTITUENTS OF AMARYLLIDACEAE .3. ALKALOIDS OF CRINUM-LATIFOLIUM [J].
GHOSAL, S ;
SAINI, KS ;
FRAHM, AW .
PHYTOCHEMISTRY, 1983, 22 (10) :2305-2309
[7]   CHEMICAL-CONSTITUENTS OF AMARYLLIDACEAE .1. ALKALOIDS OF CRINUM-PRATENSE [J].
GHOSAL, S ;
RAO, PH ;
JAISWAL, DK ;
KUMAR, Y ;
FRAHM, AW .
PHYTOCHEMISTRY, 1981, 20 (08) :2003-2007
[8]   PALLADIUM CATALYZED INTRAMOLECULAR COUPLING OF ARYL AND BENZYLIC HALIDES AND RELATED TANDEM CYCLIZATIONS - A SIMPLE SYNTHESIS OF HIPPADINE [J].
GRIGG, R ;
TEASDALE, A ;
SRIDHARAN, V .
TETRAHEDRON LETTERS, 1991, 32 (31) :3859-3862
[9]  
GRIGG R, 1990, TETRAHEDRON LETT, V31, P2331
[10]  
GRUNDON MF, 1989, NAT PROD REP, V6, P85