CATALYTIC ASYMMETRIC AMIDOHYDROXYLATION OF OLEFINS WITH N-HALO CARBOXAMIDES
摘要
beta -Hydroxyamides are synthesized from olefin substrates by means of a catalyzed asymmetric addition reaction. N-halo carboxamides are employed as the oxidant nitrogen source for the production of the beta -hydroxysulfonamides. The addition reaction is catalyzed by osmium and is co-catalyzed by chiral ligands. The chiral ligands, in addition to being co-catalysts with the osmium, also serve to direct the addition reaction regioselectively and enantio-selectively. Divalent ligands are preferred over monovalent ligands because of their enhanced regio- and enantio-selectivity. Excellent yields and enantiomeric efficiencies are achieved with both organic solvents (homogeneous conditions) and co-solvent conditions (heterogenous conditions), generally containing a 50/50 (v/v) mixtures of water and organic solvent.
申请公布号
WO9827051(A2)
申请公布日期
1998.06.25
申请号
WO1997US23511
申请日期
1997.12.18
申请人
THE SCRIPPS RESEARCH INSTITUTE;SHARPLESS, K., BARRY;NICOLAOU, KYRIACOS, C.;LI, GUIGEN;GUY, RODNEY
发明人
SHARPLESS, K., BARRY;NICOLAOU, KYRIACOS, C.;LI, GUIGEN;GUY, RODNEY