Chiral amine-thioureas bearing multiple hydrogen bonding donors: highly efficient organocatalysts for asymmetric Michael addition of acetylacetone to nitroolefins.
New bifunctional organocatalysts amine-thioureas bearing multiple hydrogen bonding donors were synthesized and applied in catalytic asymmetric Michael addition of acetylacetone to aryl and alkyl nitroolefins. Multiple hydrogen bonding donors play a significant role in accelerating reactions, improving yields and enantioselectivities.
Wang
Chun-Jiang
CJ
College of Chemistry and Molecular Sciences, Wuhan University, 430072, China. cjwang@whu.edu.cn
Zhang
Zhi-Hai
ZH
Dong
Xiu-Qin
XQ
Wu
Xiao-Jun
XJ
D000475:Alkenes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D006860:Hydrogen Bonding; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009574:Nitro Compounds / Q000138:chemical synthesis / Q000737:chemistry; D010422:Pentanones / Q000737:chemistry*; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry*
D000475:Alkenes; D000588:Amines; D007659:Ketones; D009574:Nitro Compounds; D010422:Pentanones; C008790:acetylacetone; D013890:Thiourea