Organocatalytic asymmetric Michael addition of 2,4-pentandione to nitroolefins.
[reaction: see text] A novel binaphthyl-derived amine thiourea organocatalyst has been developed and demonstrated to efficiently catalyze Michael addition reactions (using as low as 1 mol % loading) of diketones to nitroalkenes with remarkably high enantioselectivities.
Wang
Jian
J
Department of Chemistry, University of New Mexico, Albuquerque, New Mexico 87131-0001, USA.
Li
Hao
H
Duan
Wenhu
W
Zu
Liansuo
L
Wang
Wei
W
D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D008958:Models, Molecular; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry*; D009574:Nitro Compounds / Q000737:chemistry*; D010422:Pentanones / Q000737:chemistry*; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry*
D000475:Alkenes; D009281:Naphthalenes; D009574:Nitro Compounds; D010422:Pentanones; C008790:acetylacetone; D013890:Thiourea