Reaction of lithium diisopropylamide (LDA) with (η4-cycloheptadiene)Fe(CO)3 complexes bearing functionalized side chains at C-5, under an atmosphere of carbon monoxide, gives the bridged bicyclo[4.2.1.]nonane derivative 3 after acid quenching, whereas treatments of the reaction mixture with carbon electrophiles furnished the tricyclo[5.2.1.04,8]decane derivative 7. The iron-mediated intramolecular nucleophilic addition allows for the direct stereocontrol of six stereogenic centers of the tricyclic skeleton.
|Number of pages||4|
|Publication status||Published - 1996 Oct 7|
ASJC Scopus subject areas
- Drug Discovery
- Organic Chemistry