The Reformatsky reaction is an addition reaction in which an organozinc reagent is used instead of a Grignard reagent to attack the carbonyl group of an aldehyde or a ketone. Because the organozinc reagent is less reactive than a Grignard reagent, a nucleophilic addition to the ester group does not occur. The organozinc reagent is prepared by treating an a-bromo ester with zinc.

Describe how each of the following compounds could be prepared, using a Reformatsky reaction:
a.

b.

c.

d.

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ZnBr al OH O H20 CH3CH2CHCH CHCOCH3 CH3CH CHCHCOCH3 CH3CH CHCHCOCH3 ZnBr an organozinc reagent CH CH a ß-hydroxy ester он о CH,CH-CH,CHCH-COCH, он о СНзСН-СНСНСОН сњсн он СНЗ OH O CH2CH3