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

摘要

Iron carbonyl complexes of type 5, generated by the addition of tricarbonyl iron to the vinylcyclopropane subunit of bicyclo[4.1.0]hept-2-enes 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 ketones of type 6 with retention of the predetermined stereochemistry. Copyright (C) 1996 Elsevier Science Ltd [References: 14]