Observations on the alkylation of beta-acetalic carbanions: Monoalkylationversus dialkylation and elimination

Authors
Ballini, R Bosica, G Cossu, S De Lucchi, O Peluso, P
Citation
R. Ballini et al., Observations on the alkylation of beta-acetalic carbanions: Monoalkylationversus dialkylation and elimination, TETRAHEDRON, 57(20), 2001, pp. 4461-4465
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
20
Year of publication
2001
Pages
4461 - 4465
Database
ISI
SICI code
0040-4020(20010514)57:20<4461:OOTAOB>2.0.ZU;2-X
Abstract
The reaction with methyl iodide and a base (t-BuOK) of 1,3-dioxolanes and 1 ,3-dithiolanes substituted at the P-position with an electron-withdrawing s ubstituent (EWG=-CO2Me, -SO2Ph, -SO2Ph-p-NO2, -SO2Ph-o-NO2) leads to mono- or dialkylated or ring-opened products in good yield. (C) 2001 Elsevier Sci ence Ltd. All rights reserved.