title: Direct asymmetric Zn-aldol reaction of methyl vinyl ketone and its synthetic applications.
abstract: A direct catalytic asymmetric aldol reaction of methyl vinyl ketone is described using our dinuclear zinc catalyst. The obtained aldol adduct functions as a bifunctional building block by utilization of the vinyl functionality. For example, convergent fragment coupling methods have been demonstrated via highly diastereoselective cycloaddition of nitrile oxide after reduction into 1,3-diol or via cross-metathesis reaction.
authors.affiliation: Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA. bmtrost@Stanford.edu
authors.forename: Barry M
authors.initials: BM
authors.lastname: Trost
authors.forename: Seunghoon
authors.initials: S
authors.lastname: Shin
authors.forename: Joseph A
authors.initials: JA
authors.lastname: Sclafani
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis*; D000447:Aldehydes / Q000737:chemistry*; D002074:Butanones / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis*; D015032:Zinc / Q000737:chemistry*
chemical_list: D000438:Alcohols; D000447:Aldehydes; D002074:Butanones; D007659:Ketones; C057920:3-buten-2-one; D015032:Zinc