Regiospecific organocatalytic asymmetric aldol reaction of methyl ketones and alpha,beta-unsaturated trifluoromethyl ketones.
[structure: see text]. The aldol reaction of methyl ketones and alpha,beta-unsaturated trifluoromethyl ketones occurred under mild conditions with the combination of proline-derived N-sulfonylamide and trifluoroacetic acid as the catalyst to give the corresponding unsaturated alpha-trifluoromethyl tertiary alcohols in high yields with good enatioselectivities.
Wang
Xiao-Jin
XJ
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, China.
Zhao
Yan
Y
Liu
Jin-Tao
JT
D000096:Acetone / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D011392:Proline / Q000737:chemistry; D013237:Stereoisomerism; D013457:Sulfur Compounds / Q000737:chemistry; D014269:Trifluoroacetic Acid / Q000737:chemistry
D000447:Aldehydes; D006845:Hydrocarbons, Fluorinated; D007659:Ketones; D013457:Sulfur Compounds; D000096:Acetone; C116609:3-hydroxybutanal; D011392:Proline; D014269:Trifluoroacetic Acid