Enantioselective nitroaldol reaction catalyzed by sterically modified salen-chromium complexes.
A group of modified (salen)Cr(III)Cl complexes with bulky benzylic substituents in the 3,3'-position of the salicylidene moiety have been successfully applied for the asymmetric nitroaldol reaction. The readily accessible complex bearing 3-phenylpent-3-yl groups (2 mol %) leads to beta-nitro alcohols in up to 92% yield and 94% ee.
Kowalczyk
Rafał
R
Department of Organic Chemistry, Faculty of Chemistry, Wrocław University of Technology, 50-370 Wrocław, Poland.
Kwiatkowski
Piotr
P
Skarzewski
Jacek
J
Jurczak
Janusz
J
D002384:Catalysis; D002857:Chromium / Q000737:chemistry*; D005029:Ethylenediamines / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D008024:Ligands; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
D005029:Ethylenediamines; D007659:Ketones; D008024:Ligands; D009942:Organometallic Compounds; D002857:Chromium; C011452:disalicylaldehyde ethylenediamine