The Regio- and Stereocontrolled Ring Opening of Heteroarylglycidates with Nitrogen Nucleophiles
The ring opening of furyl and thienylglycidates with benzylamine and trimethylsilyl azide have been studied considering both the regio- and stereoselectivity of the reaction.
An efficient synthesis of enantiomerically enriched aryllactic esters
An efficient synthesis of enantiomerically enriched aryllactic esters or acids has been established. Darzen's condensation of arylaldehydes with ethyl chloroacetate followed by catalytic hydrogenation gave racemic aryllactic esters. Enzyme catalyzed (lipa
Lefker, Bruce A.,Hada, William A.,McGarry, Patrick J.
p. 5205 - 5208
(2007/10/02)
Epoxide Synthesis in Interfacial Solid-Liquid Conditions
In this paper an analysis of the factors responsible for discrimination among differing structures of organic reagents by the microcrystalline structure of solids is presented.As a vehicle of this study, the epoxide synthesis using three sulfur ylide precursors (sulfonium and sulfoxonium salts) and four microcrystalline solids was investigated.Neither the surface area nor the number of active sites at the solid surface control the epoxide yield.It appears that the cell lattice of the solid determines the ylide structure, its nucleophilicity, and thus the reaction yield.
Borredon, E.,Clavellinas, F.,Delmas, M.,Gaset, A.,Sinisterra, J. V.
p. 501 - 504
(2007/10/02)
EPOXYDATION EM MILIEU HETEROGENE SOLIDE-LIQUIDE FAIBLEMENT HYDRATE : ETUDE DE LA REACTION AUTOUR DE LA STRUCTURE DU SEL DE SULFONIUM
Epoxide formation by sulphur ylid insertion into aldehydes under heterogeneous conditions in the presence of small quantities of water is described.Trimethylsulphonium and S-methylthiolanium bromide and iodide have been studied.For all alkyl substituents the bromide gives better results than the iodide, this is interpreted in terms of the reaction mechanisms.Under optimum conditions high yields of epoxides are obtained.
Borredon, M.E.,Delmas, M.,Gaset, A.
p. 3945 - 3954
(2007/10/02)
NEW STEREOSELECTIVE SYNTHESIS OF EPOXIDES FROM ALDEHYDES BY SOLID-LIQUID PHASE TRANSFER PROCESS IN A WEAKLY HYDRATED ORGANIC MEDIUM
The use of potassium carbonate leads to a stereoselective synthesis of epoxyesters in the presence of substituted thiolanium salts and a carbonyl compound in a solid-liquid low hydrated organic medium.
Koua, K. Oi,Borredon, M. E.,Delmas, M.,Gaset, A.
p. 1593 - 1602
(2007/10/02)
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