LATERAL LITHIATION OF ETHYL 4-ACETYL-5-METHYL-3-ISOXAZOLYL CARBOXYLATE WITH 5,5-DIMETHYL-1,3-DIOXANYL AS A DIRECTING GROUP

Authors
ZHOU PW NATALE NR
Citation
Pw. Zhou et Nr. Natale, LATERAL LITHIATION OF ETHYL 4-ACETYL-5-METHYL-3-ISOXAZOLYL CARBOXYLATE WITH 5,5-DIMETHYL-1,3-DIOXANYL AS A DIRECTING GROUP, Tetrahedron letters, 39(45), 1998, pp. 8249-8252
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
45
Year of publication
1998
Pages
8249 - 8252
Database
ISI
SICI code
0040-4039(1998)39:45<8249:LLOE4C>2.0.ZU;2-R
Abstract
Lateral lithiation of ethyl 4-acetyl-5-methyl-3-isoxazolyl carboxylate , a functionalized isoxazole AMPA analog, occurs cleanly at the C-5 me thyl group with 5,5-dimethyl-1,3-dioxanyl as a directing group. The 4- acetyl isoxazole derivatives were transformed selectively by a modifie d Willgerodt-Kindler reaction into the corresponding homologated methy l esters after deprotection. (C) 1998 Elsevier Science Ltd. All rights reserved.