HIGHLY DIASTEREOSELECTIVE ALDOL REACTION OF FLUOROALKYL ARYL KETONES WITH METHYL ISOCYANOACETATE CATALYZED BY SILVER(I) TRIETHYLAMINE/

Authors
SOLOSHONOK VA HAYASHI T ISHIKAWA K NAGASHIMA N
Citation
Va. Soloshonok et al., HIGHLY DIASTEREOSELECTIVE ALDOL REACTION OF FLUOROALKYL ARYL KETONES WITH METHYL ISOCYANOACETATE CATALYZED BY SILVER(I) TRIETHYLAMINE/, Tetrahedron letters, 35(7), 1994, pp. 1055-1058
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
7
Year of publication
1994
Pages
1055 - 1058
Database
ISI
SICI code
0040-4039(1994)35:7<1055:HDAROF>2.0.ZU;2-T
Abstract
Transition metal-catalyzed aldol reaction of aryl fluoroalkyl ketones with methyl isocyanoacetate was found to proceed with high diastereose lectivity that is in sharp contrast to the very poor diastereoselectiv ity in the similar reaction of nonfluorinated ketones. The superiority of AgClO4/NEt(3) as a homogeneous catalyst (1 mol %) for these reacti ons was disclosed.