440370-41-2Relevant academic research and scientific papers
Synthesis of a tetrahydropyran NK1 receptor antagonist via asymmetric conjugate addition
Huffman, Mark A.,Smitrovich, Jacqueline H.,Rosen, Jonathan D.,Boice, Genevieve N.,Qu, Chuanxing,Nelson, Todd D.,McNamara, James M.
, p. 4409 - 4413 (2007/10/03)
Two asymmetric syntheses of the NK1 receptor antagonist 1-[2-(R)-{1-(R)-[3,5-bis(trifluoromethyl)-phenyl]ethoxy}-3-(R)-(3, 4-difluorophenyl)-4-(R)-tetrahydro-2H-pyran-4-ylmethyl]-3-(R) -methylpiperidine-3-carboxylic acid (1) were developed. In
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.
