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In the alkylation of carbonyls, a base is used to generate the enolate. Then, alkylation with an electrophile can occur. Depending on the conditions, two
In the alkylation of carbonyls, a base is used to generate the enolate. Then, alkylation with an electrophile can occur. Depending on the conditions, two different enolates (kinetic or thermodynamic) can form, resulting in different products being formed (A or B), as shown in the reaction below. Two bases are provided, CH3CH2ONa and LDA, that result in different products. 1) Draw a mechanism for the reaction with CH3CH3ONa as the base (choosing the correct major product) and discuss each step, including a discussion as to whether the kinetic or thermodynamic enolate is formed. 2) Then,explain why LDA provides the other product as the major product. 1. Base 2. A
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