188659-98-5Relevant academic research and scientific papers
Simple and efficient preparation of enantiopure alkyl α-hydroxyalkyl ketones
Ferrero,Galobardes,Martin,Montes,Romea,Rovira,Urpi,Vilarrasa
, p. 1608 - 1614 (2007/10/03)
The acylation reaction of organolithium reagents with pyrrolidine-derived α-benzyloxy and α-silyloxy carboxamides provides a simple and high-yielding method for the preparation of enantiopure α-benzyloxy and α-silyloxy ketones.
Simple and efficient preparation of ketones from morpholine amides
Martín,Romea,Tey,Urpí,Vilarrasa
, p. 1414 - 1416 (2007/10/03)
Morpholine-derived amides react with RMgX to give the corresponding ketones in good yield. The mild conditions required and low cost of starting materials make this method very appealing for large scale preparations.
A simple procedure for the preparation of enantiopure ethyl α-hydroxyalkyl ketones
Martin, Ricardo,Pascual, Oscar,Romea, Pedro,Rovira, Roser,Urpi, Felix,Vilarrasa, Jaume
, p. 1633 - 1636 (2007/10/03)
Amides derived from pyrrolidine and methyl (S)-lactate, methyl (S)-2-hydroxy-3-phenylpropanoate, or methyl (S)-2-hydroxy-3-methylbutanoate, after O-benzylation and O-silylation have been treated with EtLi or EtMgCl under suitable conditions, to give excellent overall yields of enantiopure ethyl ketones. The chelating ability of α-OBn amides (and even of α-O-TBS amides, which has been demonstrated by NMR to be better than that of N-OMe amides) accounts for the performance of the approach.
