FRAGMENTATION-CYCLIZATION REACTIONS OF O-STANNYL KETYLS - THE SYNTHESIS OF AN ANGULAR TRIQUINANE SKELETON

Authors
ENHOLM EJ JIA ZZJ
Citation
Ej. Enholm et Zzj. Jia, FRAGMENTATION-CYCLIZATION REACTIONS OF O-STANNYL KETYLS - THE SYNTHESIS OF AN ANGULAR TRIQUINANE SKELETON, Tetrahedron letters, 37(8), 1996, pp. 1177-1178
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
8
Year of publication
1996
Pages
1177 - 1178
Database
ISI
SICI code
0040-4039(1996)37:8<1177:FROOK->2.0.ZU;2-G
Abstract
Fragmentation of a rigid tricyclo[3.3.0.0(2,8)]octane3-one ring system beating an alkene tether resulted in the synthesis of an angular triq uinane skeleton. This was achieved by a sequence involving a Diels-Ald er cyclo-addition, an oxa-di-pi-methane rearrangement, and an O-stanny l ketyl ring scission (7 steps) in 36% overall yield.