SELECTIVE ALKYLATION OF BETA-KETOESTER ENOLATES USING O-METHYL AMINOSULFOXONIUM SALTS - THE FIRST EXAMPLE OF C-ALKYLATION USING SULFOXONIUMSALT ELECTROPHILES

Authors
PICKERSGILL IF MARCHINGTON AP RAYNER CM
Citation
If. Pickersgill et al., SELECTIVE ALKYLATION OF BETA-KETOESTER ENOLATES USING O-METHYL AMINOSULFOXONIUM SALTS - THE FIRST EXAMPLE OF C-ALKYLATION USING SULFOXONIUMSALT ELECTROPHILES, Journal of the Chemical Society, Chemical Communications, (22), 1994, pp. 2597-2598
Citations number
32
Categorie Soggetti
Chemistry
Journal title
Journal of the Chemical Society, Chemical Communications → ACNP
ISSN journal
00224936
Issue
22
Year of publication
1994
Pages
2597 - 2598
Database
ISI
SICI code
0022-4936(1994):22<2597:SAOBEU>2.0.ZU;2-V
Abstract
The alkylation of beta-ketoester enolates with O-methyl aminosulfoxoni um tetraphenylborate salts is reported; good to excellent selectivity for C- vs. O-alkylation is observed,and is found to be dependent on th e nature of the beta-ketoester, solvent, metal counterion and aminosul foxonium salt.