Asymmetric Epoxidation of Dihydronaphthalene with a Synthesized Jacobsen's Catalyst

Asymmetric Epoxidation of Dihydronaphthalene with a Synthesized Jacobsen's Catalyst Justin Lindsey 12/08/96 Chem 250 GG Professor Tim Hoyt TA: Andrea Egans Abstract. 1,2 diaminocyclohexane was reacted with L-(+)-tartaric acid to yield (R,R)-1,2-diaminocyclohexane mono-(+)-tartrate salt. The tartrate salt was then reacted with potassium carbonate and 3,5-di-tert-butylsalicylaldehyde to yield (R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine, which was then reacted with Mn(OAc)2*4H2O and LiCl to form Jacobsen's catalyst. The synthesized Jacobsen's catalyst …

…was carried out. In order for the Jacobsen catalyzed epoxidation to produce highly enamtiomerically enriched epoxides as was hoped, more care must be taken in the transferring and washing of products, and reactions must be allowed to run to completion. If this is successfully done, then the impurities that were present in the final product will be effectively minimized, and the results that were obtained by Dr. E.N. Jacobsen may be repeated. Literature Cited