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Me
OH
Me
OMe
Me
Me
23
23
Me 3 OBF 4
OMe
OMe
O
O
O
O
O
O
O
O
Me H
Me H
Me H
Me H
O
Proton Sponge™ ( 1 )
O
Me
Me
CH 2 Cl 2 , 0 °C
Me
MeO
Me
MeO
84% (16% of SM was recovered)
lonomycin A
BnO
OH
BnO
OMe
BnO
OR
Me 3 OBF 4
OMe
OMe
O
Proton Sponge™ ( 1 )
O
O
O
O
O
CH 2 Cl 2 , 81%
(CH 2 ) 4 Me
(CH 2 ) 4 Me
(CH 2 ) 4 Me
R = H or Me: not obtained
Scheme 8.3
Synthetic application of ether formation using Meerwein
s salt
 
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