Heat MeOH CO₂Me حمدی CO₂Me Propose a plausible mechanism for the following transformation and justify the stereochemical outcome (J. Org. Chem. 1999, 64. 4617-4626):

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 16.42P: When cis-2-decalone is dissolved in ether containing a trace of HCl, an equilibrium is established...
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Propose a plausible mechanism for the following transformation and justify the stereochemical outcome (J. Org. Chem. 1999, 64.
4617-4626):
CO₂Me
Heat
MeOH
MeO
°
CO₂Me
Step 1
Add any remaining curved arrow(s) to draw the first step of the mechanism.
H₁₂C
H.C
་་་་
H₂C
O-CH3
Edit Drawing
CH₂
Transcribed Image Text:Propose a plausible mechanism for the following transformation and justify the stereochemical outcome (J. Org. Chem. 1999, 64. 4617-4626): CO₂Me Heat MeOH MeO ° CO₂Me Step 1 Add any remaining curved arrow(s) to draw the first step of the mechanism. H₁₂C H.C ་་་་ H₂C O-CH3 Edit Drawing CH₂
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