Rh-catalyzed enantioselective hydrogenation of vinyl boronates for the construction of secondary boronic esters.
[reaction: see text] Rh-catalyzed hydrogenation of prochiral vinyl boronates occurs in an enantioselective fashion in the presence of the chiral ligand Walphos 1. This transformation provides access to chiral secondary organoboronates that are not available from alkene hydroboration reactions. The chiral reaction products should be useful in organic synthesis, and preliminary experiments suggest that they may participate in one-pot amination and homologation reactions.
Moran
Wesley J
WJ
Department of Chemistry, Venable and Kenan Laboratories, The University of North Carolina at Chapel Hill, 27599-3290, USA.
Morken
James P
JP
D001896:Boron Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D004952:Esters; D006865:Hydrogenation; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000737:chemistry*
D001896:Boron Compounds; D004952:Esters; D014753:Vinyl Compounds; D012238:Rhodium