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Br
Mes
N
OH
OH
+
N
OMe
Br
Mes
O
H +
12 (50% ee, 10 mol %) 13 (10 mol %)
Et 2 Zn (14 mol %)
O
+
H
Ph
Ph
O
OTMS
Toluene, -20 ° C
ca. 90% ee
O
Zn
R
N
O
O
O
Zn
R
R
Zn
N
O
O
Active catalyst
Homochiral dimer
N
O
O
Zn
R
Zn
R
N
O
O
O
S
N
Zn
O
O
Zn
S
Heterochiral dimer
N
O
Scheme 12.19.
Sc(OTf) 3 (10 mol %)
14 (20% ee, 20 mol %)
p -NH 2 C 6 H 4 SO 3 H
THF, rt
HO
OH
OMe
1 N HCl
N
+
N
OTMS
Ph
H
Ph
O
ca. 50% ee
i -Pr
i -Pr
i -Pr
NH
HN
i -Pr
O
O
O
O
N
N
14
Scheme 12.20.
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