Efficient alpha-alkylation and silylation of aromatic O-tert-butyldimethylsilyl ketoximes

Authors
Ortiz-Marciales, M De Jesus, M Quinones, L Figueroa, D Montes, YL Burgos, C Moctezuma, B
Citation
M. Ortiz-marciales et al., Efficient alpha-alkylation and silylation of aromatic O-tert-butyldimethylsilyl ketoximes, TETRAHEDRON, 55(42), 1999, pp. 12275-12286
Citations number
38
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
42
Year of publication
1999
Pages
12275 - 12286
Database
ISI
SICI code
0040-4020(19991015)55:42<12275:EAASOA>2.0.ZU;2-N
Abstract
The a-alkylation and silylation of para substituted acetophenones, 1- and 2 -indanone (O-TBS) oximes at various reaction conditions, were studied. Opti mum conversions from 82% to 100% were afforded for the alkylation and silyl ation of these (O-TBS) ketoximes with LDA at -78 degrees C, using electroph iles, such as, methyl iodide, ethylbromide, benzyl bromide and trimethylchl orosilane. (C) 1999 Elsevier Science Ltd. All rights reserved.