Pyrrolidine based chiral organocatalyst for efficient asymmetric Michael addition of cyclic ketones to β-nitrostyrenes.
An efficient asymmetric Michael addition of cyclic ketones to β-nitrostyrenes using secondary diamine as an organocatalyst derived from l-proline and (R)-α-methylbenzyl amine has been described. This pyrrolidine based catalyst 1 was found to be very effective to synthesize various γ-nitrocarbonyl compounds in good yield (up to 81%) with excellent stereoselectivity (up to >99:1 dr and >99% ee).
Department of Chemistry, Punjab University, Chandigarh 160014, India. kns@pu.ac.in
Kamal Nain
KN
Singh
Paramjit
P
Singh
Pushpinder
P
Singh
Nand
N
Lal
Sandeep Kumar
SK
Sharma
D002384:Catalysis; D003959:Diamines / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D011759:Pyrrolidines / Q000737:chemistry*; D013237:Stereoisomerism; D013343:Styrenes / Q000737:chemistry*
D003959:Diamines; D007659:Ketones; D011759:Pyrrolidines; D013343:Styrenes; C011955:beta-nitrostyrene; C032519:pyrrolidine