Title

Synthesis of Cyclopropanes via Organoiron Methodology: Stereoselective Preparation of Bi(cyclopropyl)s

Document Type

Article

Publication Date

8-2007

Source Publication

European Journal of Organic Chemistry

Abstract

Cyclopropanation of [2-(alkenyl)pentenediyl]Fe(CO)3 complexes (4) proceeds in a diastereoselective fashion to afford [2-(cyclopropyl)pentenediyl]Fe(CO)3. The relative stereochemistry of the products was established by X-ray crystallography. The diastereoselectivity is rationalized on approach of the cyclopropanation reagent on the sterically more exposed face of 4. Oxidatively induced reductive elimination afforded stereodefined bi(cyclopropyl)s.

Comments

European Journal of Organic Chemistry, Vol. 2007 No. 23 (2007) pp 3829-3831. DOI: 10.1002/ejoc.200700431