Question

Bellow you have five (1-V) possible sequence of reactions that might lead to the indicated product in the box below. Which sequence of reactions is expected to produce the product below as the final, and major, organic product? a. Circle the number corresponding to the sequence of reactions you consider is the correct answer IV b. In the remining space below, write the entire sequence of rxns. by correctly including all the intermediate compounds produces along the way. Pay attention that you should use only the reagents you decided upon in your answer in part a, and you should use them in the order indicated. No mechanisms, no electron delocalization arrows, no TS. 1 1) HCECH, NaNH2 2) (CH3)2CHCHBr 3) aqueous H2SO4, cat. HgSO4 1) CH2CECH, NaNH2 2) (CH3)2CHBI 3) Disiamylborane 4) H2O2, NaOH 1) (CH3)2CHBr, NaNH2 2) CH CECH 3) O3 4) H20 1) CH2CECH, NaNH2 2) (CH3)2CHCH BV 3) BHz.THE 4) H2O2, NaOH 1) (CH3)2CHCH,Br, NaNH2 2) HCECH 3) 9-BBN 4) H2O2, NaOH

I'm not sure which sequence of reactions is correct but I think III is. for each possible answer the starting material is included in the list of reagents

Answer 1

a)II

o cac Nanha , Heacomo H-CEC Y of Holly cat Hysou siltu a 3 c ca Montaz Hoc-c Econo > Hz C-cac-ch CH3 -CH2 disamy Borane H292 ) NOCH - Tacetomenon