Regiospecific acylation of acetals. A convenient method to obtain beta-methoxyvinyl trichloromethyl ketones

Authors
Martins, MAP Bastos, GP Bonacorso, HG Zanatta, N Flores, AFC Siqueira, GM
Citation
Map. Martins et al., Regiospecific acylation of acetals. A convenient method to obtain beta-methoxyvinyl trichloromethyl ketones, TETRAHEDR L, 40(23), 1999, pp. 4309-4312
Citations number
28
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
23
Year of publication
1999
Pages
4309 - 4312
Database
ISI
SICI code
0040-4039(19990604)40:23<4309:RAOAAC>2.0.ZU;2-R
Abstract
The regiochemistry of the acylation of enol ethers, generated in situ, from acetals of unsymmetrical ketones is reported. These results demonstrate a convenient one-pot method to obtain a series of beta-methoxyvinyl trichloro methyl ketones [CCl3COCH=C(OMe)R, where R=Et, n-Bu, i-Pr, (CH2)(2)C(OMe)=CH C(O)CCl3 and (CH2)(5)CO2CH3)] in high yields. (C) 1999 Elsevier Science Ltd . All rights reserved.