title: Photochemical and thermal ring-contraction of cyclic hydroxamic acid derivatives.
abstract: Cyclic hydroxamic acids can undergo a thermal ring contraction after an in situ triflation. High yields of ring-contraction products are obtained with DBU when the migrating carbon is a methylene, while best results are obtained with Et(3)N for the migration of quaternary carbons. In some cases, the regiochemical outcome of the reaction can be controlled by changing the base. This novel thermal rearrangement complements a similar but photochemical rearrangement of N-mesyloxylactams.
authors.affiliation: Département de Chimie, Université de Sherbrooke, Sherbrooke, Quebec, Canada J1K 2R1.
authors.forename: Simon
authors.initials: S
authors.lastname: Pichette
authors.forename: Samuel
authors.initials: S
authors.lastname: Aubert-Nicol
authors.forename: Jean
authors.initials: J
authors.lastname: Lessard
authors.forename: Claude
authors.initials: C
authors.lastname: Spino