CH3

CH3
N N
N N
O
O LiOH, THF/H2O
N
N O
O HNR2, T3P/EtOAc, Huning's base, CH2Cl2
S
S
NR2
OEt F 3C
F 3C

PROPUESTA DE MECANISMO

CH3 CH3
N N N N
O . .– + O
N
+ H.O.: Li
N . .–
O .O.:
S S
OEt HO OEt
F 3C F 3C

CH3
N N
O
. .– . .–
N
O + H3C .O.: H OH
H3C OH + H.O.: Li
+

S
OH
F 3C

TP3
CH3 CH3 CH3
O
N N N
N
H3C P
O O O O
N + P P
N
O
O CH3
O O O O
S S
CH3
OH O P O
F 3C F 3C
CH3 O P O CH3

O P
. .–
.O.:
CH3 CH3
N N N
R N
O O
N + H.N. R
N . .–
O
CH3 .O.: CH3
S O O
CH3 S R
+ CH3
O P O R N O O
F 3C F 3C P
O P O CH3 CH3
H O P O
O P O
. .– P
. .–
.O.:
.O.:

CH3
N N CH3
O N N CH3
CH3 H3C H
N H3C O
O
+ ..
N CH3
N
O
+ N
+
CH3
S
+ H
N S CH3
F 3C CH3 H3C
R R H3C NR2
F 3C
Huning's base