how does the TMS group leave? and leave only a Oxygen. please draw as a mechanism.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter23: Carbonyl Condensation Reactions
Section23.SE: Something Extra
Problem 28MP
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how does the TMS group leave? and leave
only a Oxygen. please draw as a mechanism.
Ph
CF3
CF,CO2
activation
Ph
by TFAA
nucleophilic attack
F
Ph
Ph
1a
TMSO,
A
'F
2a
[3,3]-rearrangement
Ph
Ph
-CF;CO2H
FF
За
CF3CO2
Transcribed Image Text:how does the TMS group leave? and leave only a Oxygen. please draw as a mechanism. Ph CF3 CF,CO2 activation Ph by TFAA nucleophilic attack F Ph Ph 1a TMSO, A 'F 2a [3,3]-rearrangement Ph Ph -CF;CO2H FF За CF3CO2
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