Direct asymmetric aldol-Tishchenko reaction of aliphatic ketones catalyzed by syn-aminoalcohol-Yb(III) complexes.
The asymmetric direct aldol condensation of aldehydes with ethyl- and propylketones is catalyzed by syn-alpha-aminoalcohol-Yb(OTf)3 complexes, yielding the anti-1,3-diol monoesters with high diastereocontrol and good enantioselectivity. Three adjacent stereogenic centers are created in a simultaneous aldol condensation and Evans-Tishchenko reduction in an acyclic system.
Mlynarski
Jacek
J
Institute of Organic Chemistry, Polish Academy of Sciences, Warsaw. mlynar@icho.edu.pl
Jankowska
Joanna
J
Rakiel
Bartosz
B
D000605:Amino Alcohols / Q000737:chemistry*; D002384:Catalysis; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D015018:Ytterbium / Q000737:chemistry*
D000605:Amino Alcohols; D007659:Ketones; D009942:Organometallic Compounds; D015018:Ytterbium