Synthesis of carbocycles from ω-substituted α,β-unsaturated esters via radical-induced cyclizations

Autor: Hanessian, Stephen, Dhanoa, Daljit S., Beaulieu, Pierre L.
Zdroj: Canadian Journal of Chemistry; August 1987, Vol. 65 Issue: 8 p1859-1866, 8p
Abstrakt: The intramolecular radical cyclization of ω-bromo α,β-unsaturated esters for the synthesis of carbocyclic compounds is described. The effect of carbon chain substituents, the bulk of the ester group, and the olefin geometry were examined. The highest level of stereoselectivity (trans/cis: 9/1) was achieved with the Zester via an exocyclization. The sequential radical cyclization of a dihalodienoate to give a cis-fused bicyclic structure is also described.
Databáze: Supplemental Index