title: A diastereoselective one-pot, three-step cascade toward α-substituted allylboronic esters.
abstract: A new highly diastereoselective synthesis of chiral α-substituted allylboronic esters, based on a one-pot, three-step cascade, is presented. The palladium- and acid-cocatalyzed reaction cascade involves a desilylation of a TBS-protected allylic alcohol, borylation, and addition of an allyl group to an aldehyde. Herein we present the first application of a TBS-protected allylic alcohol in a palladium-catalyzed borylation/allylation reaction.
authors.affiliation: Institut für Bioorganische Chemie, Heinrich-Heine-Universität Düsseldorf am Forschungszentrum Jülich , 52426 Jülich, Germany.
authors.forename: Dietrich
authors.initials: D
authors.lastname: Böse
authors.forename: Patrik
authors.initials: P
authors.lastname: Niesobski
authors.forename: Marvin
authors.initials: M
authors.lastname: Lübcke
authors.forename: Jörg
authors.initials: J
authors.lastname: Pietruszka
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D001897:Boronic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D001897:Boronic Acids; D020005:Propanols; C006463:allyl alcohol; D010165:Palladium