A convenient synthesis of N-(tert-butyloxycarbonyl)aminooxy ethers

Authors
Jones, DS Hammaker, JR Tedder, ME
Citation
Ds. Jones et al., A convenient synthesis of N-(tert-butyloxycarbonyl)aminooxy ethers, TETRAHEDR L, 41(10), 2000, pp. 1531-1533
Citations number
6
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
10
Year of publication
2000
Pages
1531 - 1533
Database
ISI
SICI code
0040-4039(20000304)41:10<1531:ACSONE>2.0.ZU;2-M
Abstract
Alkyl iodides and alkyl bromides can be conveniently converted to N-protect ed O-alkyl aminooxy compounds by treatment with N-(tert-butyloxycarbonyl)hy droxylamine and DBU. The reaction is tolerant of hydroxyl groups and carbox ylate 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. (C) 2000 Elsevier Science Ltd. All rights reserved.