Question

Provide the most efficient synthesis possible by matching the reagents to the reaction. Write the letter(s) over or adjacent to the corresponding reaction arrow. As many as three steps represented by each letter may be needed. Assume intermediate products are isolated and purified or used in situ as appropriate.

B. HN(CH3)2, H C. NaCrO1, H>SO,Ph D. CH3MgBr, Et2O E. HCN F. LiAlH, THF G. H2CP(Ph) H H2SO, heat I. OsO4 J. Mg, Et,20 K. H2NOH, H OH Ph Ph CN Ph Ph Ph Ph CH3 OH

Answer 1

         

A. 1,2-ethane diol used for protecting carbonyl compounds. B. Carbonyl compounds reacts with secondary amines produces enamines. C. Na2Cr207,H2SO4 is powerful oxidizing agent. It oxidizes aldehydes to carboxylic acids D. Grignard reagent reacts with carbonyl compounds of aldehyde followed by hydrolysis to give primary alcohol HCN undergoes addition reaction with carbonyl compounds to give cyanohydrine F. LiAlH4,THF is powerful reducing agent. It reduces aldehydes to primary alcohols G. Carbonyl compounds react with witting reagnet to give alkenes. K. Carbonyl compounds react with hydroxylamine to give hydroxylamine derivative. E. он Ph CN Ph Ph он GC -P(Ph) Е.НС F. LiAIN4,THF ₩ в.HN(CH3)2.H- Ph Ph A. HOCH CH2OH.H Ph Ph D.CH3MgBr,Et20 Ph он Ph