Slide 21 of 45
Notes:
Net Reaction
R-O-H + R’-SO2Cl ---> R-O-SO2-R’
where R’ = Methyl for Mesylate
= Toluene for Tosylate
Mechanism
O Cl
|| + |
1. R-O-H + R’-S-Cl ----> R-O-S=O
|| | | \
O H O- R’
Cl R’ R’
+ | + | |
R-O-S=O ----> R-O-S=O + Cl - ----> R-O-S=O + H +
| | \ | || ||
H O- R’ H O O
