Propose an electron-pushing mechanism for the following transformation. Hint: use reflux (heating) to carry out hemolytic cleavage of NBS first. HO HO Ome NBS: مام N-Br NBS, CCI₂ BaCO3, reflux BaCO3: Lewis base Br HO OMe

Propose an electron-pushing mechanism for the following transformation. Hint: use reflux (heating) to carry out hemolytic cleavage of NBS first. HO HO Ome NBS: مام N-Br NBS, CCI₂ BaCO3, reflux BaCO3: Lewis base Br HO OMe

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter22: Carbonyl Alpha-substitution Reactions

Section22.SE: Something Extra

Problem 20MP

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Question

Propose an electron-pushing mechanism for the following transformation. Hint: use reflux (heating) to carry out
hemolytic cleavage of NBS first.
HO
NBS:
HO
OMe
-Br
NBS, CCI₂
BaCO3, reflux
BaCO3: Lewis base
Br
HO
HO
OMe

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