IMPROVED ROUTES TO HOMOLOGATED ISOXAZOLES

Authors
MEIKRANTZ SB SMITH MP XIA XB NATALE NR
Citation
Sb. Meikrantz et al., IMPROVED ROUTES TO HOMOLOGATED ISOXAZOLES, Synthetic communications, 24(3), 1994, pp. 399-407
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
24
Issue
3
Year of publication
1994
Pages
399 - 407
Database
ISI
SICI code
0039-7911(1994)24:3<399:IRTHI>2.0.ZU;2-P
Abstract
Two carbon homologation of isoxazole-4-carbinols was performed by reac tion of lithio-2,4,4-trimethyl-Delta(2)-oxazoline 1 with 4-chloromethy l-isoxazole 2, followed by trans-esterification and reduction to the i soxazole-4-propanols 5a and b. Alternatively, 2,4-diketones 6 were alk ylated with 1-bromo-3-chloro-propane, and the chloro ketones 7 treated with hydroxylamine to give isoxazole-4-propanols, 5a-c.