OHOOOOOOLiAlH4OHHOMnO2O PhOPd(0)BuOBu PhCH3CH3OHHOLiCH3OAcHHOH1. Outline a synthesis from commercial materials. Provide a literature reference for each step,Literature references are required only for steps 1 and 2Chem 634!!!! Problem Set!1 !!due Monday February 16, 2004Prof. Foxyour name _________________________(20 pts)KEY+1) pyrrolidine2) H+2. Outline a synthesis. Provide a literature reference for each step1) LDA2) BuIPhBrK3PO41) LiAlH42) H3PO43. Predict the productsa.mCPBAb.(10 pts)(10 pts)OHCy N C N CyOOHO OHOHCy N C N CyHMe2SO–SONHCyNCyMeMeSONHCyNCyMeH2COHSMeCH2OBuOHHOOAlR2OMeHMeH3CH3CHOAlR24. Provide a mechanism5. Rationalize the following observation.DMSOH3PO4cat. R2AlCl86%:7%(+ 7% unreacted ketone)5%:95%20 min3 h(10 pts)(20 pts)++–+Me2S +Any reasonable mechanism accepted+Initially, the MPV reduction is under kinetic control— transfer of hydride fromthe bulky aluminum reagent occurs from the equatorial face.However, MPV reduction is reversible (Oppenauer oxidation), and the equilibrium favorsthe formation of the thermodynamically favored trans
View Full Document