5439-43-0Relevant articles and documents
Crystal form of N,N-diethyl-2-hydroxy-2-phenylacetamide as well as preparation method and application of crystal form
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Page/Page column 6-8, (2020/09/23)
The invention relates to a crystal form of N,N-diethyl-2-hydroxy-2-phenylacetamide as well as preparation method and an application of crystal form. An X-ray powder diffraction pattern of the crystalform is shown in the specification, and has characterist
A remarkable iodine-catalyzed protection of carbonyl compounds
Banik, Bimal K.,Chapa, Marin,Marquez, Jocabed,Cardona, Magda
, p. 2341 - 2343 (2007/10/03)
We report here a remarkably simple molecular iodine-catalyzed protection method for various carbonyl compounds as ketals in a general reaction. The iodine-catalyzed reaction of mandelic acid and lactic acid with several aldehydes has furnished a highly diastereoselective synthesis of cis and trans dioxolanones.
Palladium-catalyzed allylation of α-hydroxy acids
Moorlag, Henk,Vries, Johannes G. de,Kaptein, Bernard,Schoemaker, Hans E.,Kamphuis, Johan,Kellogg, Richard M.
, p. 129 - 137 (2007/10/02)
Mandelic and lactic acids are converted to the 1,3-dioxolan-4-ones by treatment with acetone dimethyl acetal.Deprotonation followed by treatment with an allyl acetate and a catalytic amount (1 mol percent) of palladium catalyst afforded the allylated dioxolanones, which could be hydrolyzed to the corresponding α-allyl α-hydroxy acids.The lithium enolate of the dioxolanone of mandelic acid was also coupled with methallyl, cinnamyl, geranyl and (E)-1-methyl-2-butenyl acetates.The zinc enolate of the dioxolanone of lactic acid reacted smoothly with allyl acetate in a catalyzed reaction whereas no detectable reaction was observed when the lithium enolate was used.This appears to be the result of complications arising from the enhanced basicity of the lithium compared to zinc enolate.Various attempts were made to achieve enantioselectivity using chiral ligands on the palladium catalyst.The zinc enolates were found to provide better results although the enantioselectivity was only modest, about 30percent enantiomeric excess being the best result obtained.Chiraphos proved to be the best optically active ligand of a variety tested.