Propose the mechanism for the mechanism for the reaction of the hydroxyl groups of compound 2 in the conversion to compound 3 and the mechanism of compound 4 to 5 explaining the stereo chemical outcome

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter24: Amines And Heterocycles
Section24.SE: Something Extra
Problem 40MP
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Propose the mechanism for the mechanism for the reaction of the hydroxyl groups of compound 2 in the conversion to compound 3 and the mechanism of compound 4 to 5 explaining the stereo chemical outcome
OAc
OH
excess Ac,O
AcO
HO
pyridine, 0°C
-OAc
AcO-
НО
OAc
HO
Compound 3
Compound 2
HBr
OCH3
OAc
OAc
AcO
AcO
AcO-
AcO
OAc
OAc
Compound 4
Br
Compound 5
NaOH, H20
OCH3
OH
HO
HO
HO.
Compound 6
Transcribed Image Text:OAc OH excess Ac,O AcO HO pyridine, 0°C -OAc AcO- НО OAc HO Compound 3 Compound 2 HBr OCH3 OAc OAc AcO AcO AcO- AcO OAc OAc Compound 4 Br Compound 5 NaOH, H20 OCH3 OH HO HO HO. Compound 6
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