title: Magnesium-catalyzed asymmetric direct aldol addition of ethyl diazoacetate to aromatic, aliphatic, and alpha,beta-unsaturated aldehydes.
abstract: 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.
authors.affiliation: Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA.
authors.forename: Barry M
authors.initials: BM
authors.lastname: Trost
authors.forename: Sushant
authors.initials: S
authors.lastname: Malhotra
authors.forename: Benjamin A
authors.initials: BA
authors.lastname: Fried
mesh_terms: 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
chemical_list: D000438:Alcohols; D000447:Aldehydes; D001391:Azo Compounds; D003979:Diazonium Compounds; D004952:Esters; D008274:Magnesium; C032111:diazoacetic ester