STEREOSELECTIVE SYNTHESIS OF 2-EXO-FUNCTIONALIZED BICYCLO[3.2.1]OCT-3-EN-8-ONES BY IRON-MEDIATED CARBONYLATION OF BICYCLO[4.1.0]HEPT-2-ENES

Authors
TEWES G HIRSCHFELDER A EILBRACHT P
Citation
G. Tewes et al., STEREOSELECTIVE SYNTHESIS OF 2-EXO-FUNCTIONALIZED BICYCLO[3.2.1]OCT-3-EN-8-ONES BY IRON-MEDIATED CARBONYLATION OF BICYCLO[4.1.0]HEPT-2-ENES, Tetrahedron, 52(15), 1996, pp. 5449-5460
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
15
Year of publication
1996
Pages
5449 - 5460
Database
ISI
SICI code
0040-4020(1996)52:15<5449:SSO2B>2.0.ZU;2-A
Abstract
Iron carbonyl complexes of type 5, generated by the addition of tricar bonyl iron to the vinylcyclopropane subunit of bicyclo[4.1.0]hept-2-en es 4, can be converted to bicyclo[3.2.1]octenones 6 via carbonylative decomplexation. Treatment of syn-substituted complexes 5 with CO (200 bar) at elevated temperatures (120 degrees C) yields functionalized ke tones of type 6 with retention of the predetermined stereochemistry. C opyright (C) 1996 Elsevier Science Ltd