The Preparation and Intramolecular Radical Cyclisation Reactions of Chiral Oxime Ethers

chiral oxime ether 2 and oxime ester 4 have been prepared by alkylation and esterification of the oxime 1. racemic hydroxylamine 6 and chiral hydroxylamine 10 have been synthesised from n-hydroxysuccinimide and the corresponding alcohol in the presence of diethylazodicarboxylate, the two products were converted into the oxime ethers 7 and 11 respectively. the intramolecular radical cyclisation reactions of these oxime ethers and esters has been studied, successful reaction was observed to produce alkyl hydroxylamines 3, 8 and 12.