Propose a plausible mechanism for the following transformation. to MeSH Mes 13.38d Correct. An acid-catalyzed epcicide ring opening begins with protonation, and the resulting protonated epoxide undergoes a ring opening due to nucleophilic attack at the tertiary position. Deprotonation gives the fnal, neutral product. Identify the most likely sequence of steps in the mechanism. Protonation, deprotonation, nucleophilic attack. Deprotonation, nucleophilic attack. Nucleophilic attack, deprotonation. Protonation, nucleophilic attack, deprotonation. 13.38d1 Add curved arrow(s) to draw step 1 of the mechanism, Modify the given drawing of the product as needed to show the intermediate that is formed in this step. H,C- + H-OH H,C- H,C Edit Drawing

Propose a plausible mechanism for the following transformation. to MeSH Mes 13.38d Correct. An acid-catalyzed epcicide ring opening begins with protonation, and the resulting protonated epoxide undergoes a ring opening due to nucleophilic attack at the tertiary position. Deprotonation gives the fnal, neutral product. Identify the most likely sequence of steps in the mechanism. Protonation, deprotonation, nucleophilic attack. Deprotonation, nucleophilic attack. Nucleophilic attack, deprotonation. Protonation, nucleophilic attack, deprotonation. 13.38d1 Add curved arrow(s) to draw step 1 of the mechanism, Modify the given drawing of the product as needed to show the intermediate that is formed in this step. H,C- + H-OH H,C- H,C Edit Drawing

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

Chapter16: Aldehydes And Ketones

Section: Chapter Questions

Problem 16.63P

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