Magnesium-catalyzed asymmetric direct aldol addition of ethyl diazoacetate to aromatic, aliphatic, and alpha,beta-unsaturated aldehydes.
Magnesium-catalyzed enantioselective aldol between ethyl diazoacetate and aromatic, aliphatic, and alpha,beta-unsaturated aldehydes affords alpha-diazo-beta-hydroxy-esters in high enantioselectivities. Aldol adducts resulting from this asymmetric transformation are versatile intermediates toward the synthesis of several ester containing chiral building blocks.
Trost
Barry M
BM
Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA.
Malhotra
Sushant
S
Fried
Benjamin A
BA
D000438:Alcohols / Q000138:chemical synthesis*; D000447:Aldehydes / Q000737:chemistry*; D001391:Azo Compounds / Q000138:chemical synthesis*; D002384:Catalysis; D003979:Diazonium Compounds / Q000737:chemistry*; D004952:Esters / Q000138:chemical synthesis; D008274:Magnesium / Q000737:chemistry; D013237:Stereoisomerism
D000438:Alcohols; D000447:Aldehydes; D001391:Azo Compounds; D003979:Diazonium Compounds; D004952:Esters; D008274:Magnesium; C032111:diazoacetic ester