David S. Jones,* Jeffrey R. Hammaker and Martina E. Tedder.

La Jolla Pharmaceutical Company, 6455 Nancy Ridge Drive, San Diego, CA 92121, USA

Alkyl iodides and alkyl bromides can be conveniently converted to N-protected O-alkyl aminooxy compounds by treatment with N-(tert-butyloxycarbonyl)hydroxylamine and DBU. The reaction is tolerant of hydroxyl groups and carboxylate esters which can be further derivatized and thus serve as precursors for a number of functionalized O-alkyl aminooxy ethers. The reaction can be accomplished neat or with methylene chloride as solvent. © 2000 Elsevier Science Ltd. All rights reserved.

Published in Tetrahedron Letters 41 (2000) 1531-1533.