Asymmetric syn-selective Henry reaction catalyzed by the sulfonyldiamine-CuCl-pyridine system.

摘要: A catalytic asymmetric Henry reaction has been developed with use of a sulfonyldiamine−CuCl complex as catalyst. series new binaphthyl-containing sulfonyldiamine ligands (2a−h) were readily synthesized in two steps starting from commercially available chiral 1,2-diamines. The (R,R)-diamine-(R)-binaphthyl ligand (2d)−CuCl smoothly catalyzed the enantioselective assistance pyridine to give corresponding adduct high enantiomeric excess (up 93%). Moreover, 2d−CuCl−pyridine system promotes diastereoselective syn-selective manner up 99% yield 92:8 syn/anti selectivity. syn-adduct was 84% ee.