The synthesis of fused ring systems utilising the intramolecular addition of alkenyl radicals to furans

被引:14
作者
Demircan, A [1 ]
Parsons, PJ
机构
[1] Nigde Univ, Fac Arts & Sci, Dept Chem, TR-51700 Nigde, Turkey
[2] Univ Sussex, Sch Chem Phys & Environm Sci, Chem Labs, Brighton BN1 9QJ, E Sussex, England
关键词
cyclization; fused-ring systems; radical reactions;
D O I
10.1002/ejoc.200200329
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Studies on the intramolecular addition of alkenyl radicals to furans are reported. The alkenyl radicals undergo a 5-exotrig addition to furans and the resulting spirocyclic intermediate can fragment to give substituted cyclopentene rings. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).
引用
收藏
页码:1729 / 1732
页数:4
相关论文
共 9 条
[1]  
Demircan A, 1998, SYNLETT, P1215
[2]   An exploration of the scope for radical-mediated transannular Diels-Alder reactions in polycycle synthesis [J].
Jones, P ;
Li, WS ;
Pattenden, G ;
Thomson, NM .
TETRAHEDRON LETTERS, 1997, 38 (52) :9069-9072
[3]   Selective preparation of complex polycyclic molecules from acyclic precursors via radical mediated- or transition metal-catalyzed cascade reactions [J].
Malacria, M .
CHEMICAL REVIEWS, 1996, 96 (01) :289-306
[4]   OXIDATION OF LONG-CHAIN AND RELATED ALCOHOLS TO CARBONYLS BY DIMETHYL-SULFOXIDE ACTIVATED BY OXALYL CHLORIDE [J].
MANCUSO, AJ ;
HUANG, SL ;
SWERN, D .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (12) :2480-2482
[5]  
McCarroll AJ, 2001, ANGEW CHEM INT EDIT, V40, P2225
[6]  
ORSINI F, 1984, SYNTHETIC COMMUN, P805
[7]  
PARSONS PJ, 1994, SYNLETT, P721
[8]   Tandem reactions in organic synthesis: Novel strategies for natural product elaboration and the development of new synthetic methodology [J].
Parsons, PJ ;
Penkett, CS ;
Shell, AJ .
CHEMICAL REVIEWS, 1996, 96 (01) :195-206
[9]   SOME REACTIONS OF 2-FURYLLITHIUM [J].
RAMANATHAN, V ;
LEVINE, R .
JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (04) :1216-&