The Reformatsky reaction is an addition reaction in which an organozinc reagent is used

Chapter 18, Problem 63

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The Reformatsky reaction is an addition reaction in which an organozinc reagent is used instead of a Grignard reagent to add to 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. CH3CH2 + CH3CH ZnBr an organozinc reagent a B-hydroxy ester CH3CH2CHCH CH3 H2O O + ZnBr CH3CH2CHCH CH3 OH O H C O OCH3 C O OCH3 C O OCH3 C Describe how each of the following compounds could be prepared, using a Reformatsky reaction: a. CH3CH2CH2CHCH2 OH O OCH3 C b. CH3CH2CHCH OH CH2CH3 O OH C c. CH3CH2CH C CH3 O OH C d. CH3CH2CCH2 OH CH2CH3 O OCH3

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