6456-84-4Relevant academic research and scientific papers
Diastereoselective Synthesis of and Mechanistic Understanding for the Formation of 2-Piperidinones from Imines and Cyano-Substituted Anhydrides
Di Maso, Michael J.,Snyder, Kevin M.,De Souza Fernandes, Fábio,Pattawong, Ommidala,Tan, Darlene Q.,Fettinger, James C.,Cheong, Paul Ha-Yeon,Shaw, Jared T.
, p. 4794 - 4801 (2016/04/05)
2-Piperidinones are synthesized in a single step from imines and 2-cyano glutaric anhydrides. The reaction provides the products in good diastereoselectivity and generates a quaternary stereogenic center. Substitutions on the anhydride skeleton are well tolerated to provide 2-piperidinones with three stereogenic centers from a single transformation. The pertinent transition structures have also been computed using quantum mechanics and reveal the key interactions controlling the stereochemical outcome of the reaction.
Rhodium-Catalyzed Michael Additions of Activated Nitriles to α,β - Unsaturated Esters
Paganelli, Stefano,Schionato, Alberto,Botteghi, Carlo
, p. 2807 - 2810 (2007/10/02)
The Michael additions of activated nitriles to methyl acrylate (MA) and methyl vinyl ketone (MVK) proceeds with fair-to-high yields (46-92percent) in the presence of catalytic amount of HRh(CO)(PPh3)3 1 under mild reaction conditions.Key Words: Michael ad
