440370-40-1Relevant academic research and scientific papers
Michael Reactions of Pseudoephedrine Amide Enolates: Effect of LiCl on Syn/Anti Selectivity
Smitrovich, Jacqueline H.,DiMichele, Lisa,Qu, Chuanxing,Boice, Genevieve N.,Nelson, Todd D.,Huffman, Mark A.,Murry, Jerry
, p. 1903 - 1908 (2007/10/03)
The stereochemical outcome of the asymmetric Michael reaction of pseudoephedrine amide enolates changes dramatically in the presence of LiCl. Reaction of the enolate in the absence of LiCl results in formation of the anti Michael adduct with high selectiv
Pseudoephedrine as a chiral auxiliary for asymmetric Michael reactions: synthesis of 3-aryl-delta-lactones.
Smitrovich, Jacqueline H,Boice, Genevieve N,Qu, Chuanxing,DiMichele, Lisa,Nelson, Todd D,Huffman, Mark A,Murry, Jerry,McNamara, James,Reider, Paul J
, p. 1963 - 1966 (2007/10/03)
[reaction: see text] The asymmetric Michael reaction of pseudoephedrine amides is reported. The 1,5-dicarbonyl products are converted to 3-aryl-delta-lactones in a two-step reduction/lactonization sequence. This method provides access to enantiomerically enriched trans-3,4-disubstituted delta-lactones.
