Question

9.58 (*) Enantioselective epoxidation of trans-stilbene using the Jacobsen catalyst results in an optically active epoxide. On the other hand, when the same conditions are utilized with cis-stilbene as the substrate, the product is optically inactive. Explain this observation H HI =N Mn S,S-Mn-salen NaOCI 80% yield optically active (S,S)-Mn(II)-salen

Answer 1

(5,5)mn _salen Naoch a absent Coptically active) s,s-mn' salen m Am Sis-mn" Salon Naod a present meso ( optically inactive)