Could you draw the full arrow pushing mechanism for each of these and give the proper name for this reaction (What is happening at each step? What atom is nucleophilic? Which atom is electrophilic? Which bonds are made? Which bonds are broken?) CO₂H CO₂H CO₂H HO HO NH2 NH2 NH2 HO 1. ACCI (1.3 equiv), CF3CO2H (rt, 10 min) 2. Some EtOH, then evaporation and recryst. from EtOH-Et₂O CO₂H CO₂H CO₂H NH2 HCI NH2 HCI NH2 HCI 90% 80% 70% 요이요이 Other acyl chlorides tested in O-acylation of serine, threonine and tyrosine CI

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter8: Addition Via Carbocation
Section: Chapter Questions
Problem 22CTQ
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Could you draw the full arrow pushing mechanism for each of these and give the proper
name for this reaction (What is happening at each step? What atom is nucleophilic? Which
atom is electrophilic? Which bonds are made? Which bonds are broken?)
CO₂H
.CO,H
CO₂H
HO
HO
NH2
NH2
NH2
HO
1. ACCI (1.3 equiv), CF3CO2H (rt, 10 min)
2. Some EtOH, then evaporation and recryst. from EtOH-Et₂O
Other acyl chlorides
tested in O-acylation
of serine, threonine
and tyrosine
CI
CO₂H
NH2 HCI
CO₂H
CO₂H
NH2 HCI
NH2 HCI
90%
80%
70%
الامل
CI
Transcribed Image Text:Could you draw the full arrow pushing mechanism for each of these and give the proper name for this reaction (What is happening at each step? What atom is nucleophilic? Which atom is electrophilic? Which bonds are made? Which bonds are broken?) CO₂H .CO,H CO₂H HO HO NH2 NH2 NH2 HO 1. ACCI (1.3 equiv), CF3CO2H (rt, 10 min) 2. Some EtOH, then evaporation and recryst. from EtOH-Et₂O Other acyl chlorides tested in O-acylation of serine, threonine and tyrosine CI CO₂H NH2 HCI CO₂H CO₂H NH2 HCI NH2 HCI 90% 80% 70% الامل CI
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