Which of these would be considered a basic nucleophile for reaction with an epoxide? (Select all that apply)多项选择题
A
HBr
B
H2O, H2SO4
C
LiAlH4
D
RMgBr
E
HCN
F
CH3ONa, CH3OH
G
NaOH, H2O
H
HCl
I
CH3OH, H2SO4
J
KCN, DMF
K
HS-
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Epoxides react with nucleophiles on the more substituted side in acidic conditions. This will invert the stereochemistry at the reacting carbon and will not invert the stereochemistry at the non-reacting carbon. This is a SN2 mechanism.
Epoxides react with nucleophiles on the less substituted side in basic conditions. This will invert the stereochemistry at the reacting carbon and will not invert the stereochemistry at the non-reacting carbon. This is a SN2 mechanism.
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