Studies of the tetrathiafulvalene mediated radical-polar crossover reaction directed toward the total synthesis of alkaloid natural products

被引:23
作者
Kizil, M
Lampard, C
Murphy, JA
机构
[1] UNIV NOTTINGHAM,DEPT CHEM,NOTTINGHAM NG7 2RD,ENGLAND
[2] UNIV STRATHCLYDE,DEPT PURE & APPL CHEM,GLASGOW G1 1XL,LANARK,SCOTLAND
关键词
D O I
10.1016/0040-4039(96)00306-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The carbon skeleton of octahydro-1H-pyrrolo[2,3-d]carbazole (4), a tetracylic sub-unit which is common to a wide range of alkaloid natural products has been prepared by two approaches which exploit the one-pot radical-polar crossover chemistry mediated by tetrathiafulvalene. Both approaches proceed with complete stereoselectivity. Copyright (C) 1996 Elsevier Science Ltd.
引用
收藏
页码:2511 / 2514
页数:4
相关论文
共 5 条
[1]   TETRATHIAFULVALENE - A CATALYST FOR SEQUENTIAL RADICAL-POLAR REACTIONS [J].
FLETCHER, RJ ;
LAMPARD, C ;
MURPHY, JA ;
LEWIS, N .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (06) :623-633
[2]  
FLETCHER RJ, 1996, IN PRESS J CHEM SOC
[3]   STEREOSELECTIVE PREPARATION OF THE ABCE TETRACYCLE OF ASPIDOSPERMIDINE AND RELATED ALKALOIDS [J].
KIZIL, M ;
MURPHY, JA .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (14) :1409-1410
[4]   NOVEL SYNTHETIC APPLICATIONS OF ARENEDIAZONIUM SALTS [J].
LAMPARD, C ;
MURPHY, JA ;
RASHEED, F ;
LEWIS, N ;
HURSTHOUSE, MB ;
HIBBS, DE .
TETRAHEDRON LETTERS, 1994, 35 (46) :8675-8678
[5]   TETRATHIAFULVALENE AS A CATALYST FOR RADICAL POLAR CROSSOVER REACTIONS [J].
LAMPARD, C ;
MURPHY, JA ;
LEWIS, N .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (03) :295-297