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OPiv
O
OPiv
PivO
PivO
S
O
S
OPiv
OPiv
PivO
OPiv
26
OPiv
OPiv
PivO
O
O
OPiv
S
S
O
OPiv
S
O
S
PivO
OPiv
PivO
OPiv
PivO
OPiv
OPiv OPiv
OPiv
28
27
3 -C 3 H 5 )Cl] 2 (1.5 mol%)
Ligand (10 mol%)
CH 2 Cl 2 , BSA, KOAc
[Pd( η
OAc
CH(COOMe) 2
+ CH 2 (COOMe) 2
Ph
Ph
Ph
Ph
S1
L
26
27
28
% ee
90 (S)
88 (S)
86 (R)
Scheme 10.10 Summary of the best results obtained in the Pd-catalyzed allylic alkylation of
S1 using dithioether ligands 26 - 28.
O
S
S
RO
OR
O
Linker
R:
Sugar
Linker
O
O
O O
O
HS
SH
O
O
O
O
O O
O
Me
SH
Ph
HS
D-gluco
D-manno
O
O
O
O
O
O
CH 2 Ph
O O
O
O
NTCP
HS
SH
D-galacto
D-gluco
SH
SH
NTCP = Tetrachlorophthalimide
Figure 10.13
Dithioether ligand library studied by Khiar and coworkers.
 
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