title: Notable structural property of 2,4,6-tri-tert-butylanilide enolates: interconversion between the rotamers and their reactivity.
abstract: Interconversion between the separable 2,4,6-tri-tert-butylanilide rotamers was found to easily occur through formation of the lithium enolate. Protonation of the anilide enolate gave the anilide rotamer mixture of E-major. On the other hand, reactions of lithium enolate prepared from 2,4,6-tri-tert-butylpropionanilide with alkyl bromides preferentially afforded a Z-rotamer of alkylated products.
authors.affiliation: Department of Applied Chemistry, Shibaura Institute of Technology, Tokyo, Japan.
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Ohnishi
authors.forename: Masahi
authors.initials: M
authors.lastname: Sakai
authors.forename: Shouta
authors.initials: S
authors.lastname: Nakao
authors.forename: Osamu
authors.initials: O
authors.lastname: Kitagawa