SYNTHESIS OF REGIOSELECTIVELY AND STEREOSELECTIVELY SUBSTITUTED BICYCLOOCTENONES BY CARBONYLATION OF CYCLOHEPTADIENE DERIVED IRON CARBONYL-COMPLEXES BEARING ALKYL-ALLYL SUBUNITS
A. Hirschfelder et P. Eilbracht, SYNTHESIS OF REGIOSELECTIVELY AND STEREOSELECTIVELY SUBSTITUTED BICYCLOOCTENONES BY CARBONYLATION OF CYCLOHEPTADIENE DERIVED IRON CARBONYL-COMPLEXES BEARING ALKYL-ALLYL SUBUNITS, Synthesis, (4), 1996, pp. 488
The addition of appropriate nucleophiles to cationic cycloheptadienyl
iron complexes of type 7 leads to alkyl-allyl complexes 8. These compo
unds can be converted to bicyclic ketones containing a bicyclo[4.1.1]-
or a [3.2.1]octenone substructure via oxidative or carbonylative deco
mplexation. The methods described provide a systematic access to regio
- and stereoselectively mono- and disubstituted bicyclooctenones.