Each of the following reactions has been reported in the chemical literature and proceeds in good yield. What are the principal organic products of each reaction? In some of the exercises more than one diastereomer may be theoretically possible, but in such instances one diastereomer is either the major product or the only product. For those reactions in which one diastereomer is formed preferentially, indicate its expected stereochemistry.
(a)

(b)

(c)

(d)

(e)
(Z)-CH3(CH2)7CH==CH(CH2)7COOH == C6H5CO2OH †’
(f)
Product of part (e) + H3O+ †’
(g)

(h)

(i)

(j)

Transcribed Image Text:

Lindlar P l. Li. NH 2 H Pt . LiAIH (Z)-CH,(CHCHCH2CH CHCCH2COCH он L Os04. (CH3 COOH,HO 2 H (Z)-CH3(CH2CH CH CH2 COOH H30 L BaH6. diglyme 2 H0 HO CH3 L. B-Hg, diglyme 2 H0, Ho CH2 CHT он CH3 CH H CH3o CH,O