a) Draw the initial ENOL products for the two reactions below: Reaction 1: Reaction 2: CH₂(CH₂)C=CH CH3(CH₂)5C CH HgSO4 H₂SO4(aq) 1) Sia₂BH 2) NaOH(aq), H₂O₂ ENOL 1 ENOL 2 b) Give a detailed mechanism illustrating how ENOL 1 rearranges to give the major product of Reaction 1. c) Give a detailed mechanism illustrating how ENOL 2 rearranges to give the major product of Reaction 2.

a) Draw the initial ENOL products for the two reactions below: Reaction 1: Reaction 2: CH₂(CH₂)C=CH CH3(CH₂)5C CH HgSO4 H₂SO4(aq) 1) Sia₂BH 2) NaOH(aq), H₂O₂ ENOL 1 ENOL 2 b) Give a detailed mechanism illustrating how ENOL 1 rearranges to give the major product of Reaction 1. c) Give a detailed mechanism illustrating how ENOL 2 rearranges to give the major product of Reaction 2.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter18: Functional Derivatives Of Carboxylic Acids

Section: Chapter Questions

Problem 18.38P: A step in a synthesis of PGE1 (prostaglandin E1, alprostadil) is the reaction of a trisubstituted...

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