188660-01-7Relevant academic research and scientific papers
Nucleophilic substitution on α-mesyloxy-O-alkyloximes - II. Enantiospecific synthesis of 2-(imidazol-1-yl)-1-cyclohexyl-3-phenylpropan-1-one O-alkyloximes
Giordani, Antonio,Carera, Alberto,Pinciroli, Vittorio,Cozzi, Paolo
, p. 265 - 276 (1997)
An enantiospecific synthesis of (S)- and (R)-(E)-5-[1-cyclohexyl-3-phenyl-2-(imidazol-1-yl)propylidene]aminooxypentanoic acids 2 using homochiral phenylalanines as starting material is described. Protected α-hydroxy-N,O-dimethylamides 4, obtained from α-h
Asymmetric induction in methyl ketone aldol additions to α-alkoxy and α,β-bisalkoxy aldehydes: A model for acyclic stereocontrol
Evans, David A.,Cee, Victor J.,Siska, Sarah J.
, p. 9433 - 9441 (2007/10/03)
A systematic study of methyl ketone aldol additions under nonchelating conditions with α-alkoxy and α,β-bisalkoxy aldehydes is described. Additions to aldehydes containing a single α-alkoxy stereocenter generally provide the product diastereomers in accor
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.
