The synthetic route for given transformation should be determined. Concept Introduction : Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism. S N 2 Reaction: It is a nucleophilic substitution reaction in which the rate determining step depends on both of the molecules involved. The bond making and the bond breaking process happens simultaneously in this reaction. The substitution is said to be intramolecular if the reaction proceeds within the same molecule. Hydroboration reaction : The reaction involves addition of BH 3 over alkene which attaches BH 2 to bond with less substituted position of carbon-carbon double bonds and H to more substituted position of carbon-carbon double bonds in order to achieve the product with less substitution. Leaving group: it is a fragment that leaves substrate with a pair of electrons via heterolytic bond cleavage. Nucleophile: donates pair of electrons to positively charged substrate resulting in the formation of chemical bond .

Question

What would be the reagents and conditions above and below the arrow that will complete the proposed acetoacetic ester synthesis? If it cannot be done efficiently, then I will choose that answer. There could be 2 or 4 reagents involved. Please provide a detailed explanation and drawings showing how it would proceed with the correct reagents.

Answer 1

Question

Chapter 11, Problem 26PP

Interpretation Introduction

Interpretation: The synthetic route for given transformation should be determined.

Concept Introduction:

Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.

SN2 Reaction: It is a nucleophilic substitution reaction in which the rate determining step depends on both of the molecules involved. The bond making and the bond breaking process happens simultaneously in this reaction. The substitution is said to be intramolecular if the reaction proceeds within the same molecule.

Hydroboration reaction: The reaction involves addition of BH3 over alkene which attaches BH2 to bond with less substituted position of carbon-carbon double bonds and H to more substituted position of carbon-carbon double bonds in order to achieve the product with less substitution.

Leaving group: it is a fragment that leaves substrate with a pair of electrons via heterolytic bond cleavage.

Nucleophile: donates pair of electrons to positively charged substrate resulting in the formation of chemical bond.

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