title: Claisen rearrangements of equilibrating allylic azides.
abstract: Equilibrating mixtures of allylic azide-containing allylic alcohols or allylic 2-tolylsulfonylacetic esters undergo Johnson-Claisen or Ireland-Claisen rearrangement reactions to give unsaturated γ-azidoesters and -acids, respectively. Decarboxylation of the acids under basic conditions gives azidosulfones, with moderate to high diastereoselectivity.
authors: Department of Chemistry, Imperial College London, South Kensington Campus, London, UK SW7 2AZ. d.craig@imperial.ac.uk
authors: Donald
authors: D
authors: Craig
authors: John W
authors: JW
authors: Harvey
authors: Alexander G
authors: AG
authors: O'Brien
authors: Andrew J P
authors: AJ
authors: White
mesh_terms: D000498:Allyl Compounds / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000498:Allyl Compounds; D001386:Azides