Question

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18. Predict the reactants necessary to complete each reaction below. Be sure to include all necessary reaction conditions (3 points each) 19. Given the current global epidemic involving the novel strain of coronavirus, COVID-19, the synthesis of anti-viral medications become increasingly more important. Provide the mechanism of the reaction below and discuss the observed regioselectivity. (6 points) HOMCO2Et CO2Et Но" Т TsOH 0 20. Unknown X is an acyclic 6-carbon alkane containing an alcohol with formula C6H13Bro. Treatment with Nah generates an unsymmetrical epoxide, which when treated with HBr generates a tertiary alkyl halide. The starting material cannot be oxidized, however the epoxide opening product can be oxidized with PCC to yield a ketone. Provide a plausible structure for unknown X

Answer 1

18) AJ a I o A DIBAL 8TBS thot ether Wittig a BIBS Esimez a D) NAB Hy, oth o 6) M-OPBA mezsioI & o FNaF Bbag tartal o 해 힙 해