title: Steric factors direct Baylis-Hillman and aldol reactions in titanium tetrachloride mediated coupling between alpha-keto esters and cyclohex-2-enone derivatives.
abstract: The titanium tetrachloride mediated reaction of alpha-keto esters with 5,5-dimethylcyclohex-2-enone provides the corresponding Baylis-Hillman adducts exclusively whereas a similar reaction of alpha-keto esters with cyclohex-2-enone furnishes the corresponding aldol adducts (with high syn-diasteroeselectivity) as the major product (along with the Baylis-Hillman adducts as the minor product), thus clearly demonstrating the role of the steric factors in directing the reaction pathway.
authors.affiliation: School of Chemistry, University of Hyderabad, Hyderabad-500 046, India. dbsc@uohyd.ernet.in
authors.forename: Deevi
authors.initials: D
authors.lastname: Basavaiah
authors.forename: Bandaru
authors.initials: B
authors.lastname: Sreenivasulu
authors.forename: Anumolu Jaganmohan
authors.initials: AJ
authors.lastname: Rao