Chemistry Reference
In-Depth Information
OMe
MeO
N
NH
O
R
H
R
43
(2.2 mol %)
Cu(OTf)
2
(2.0 mol %)
+
ON
N
N
O
N
MeCN
R = H: -40
°
C (6 h)
97% ee (>99%)
endo
:
exo
= 98:1
89% ee (97%)
R = Me: 0
°
C (17.5 h)
:
exo
= 95:5
endo
R = CO
2
Et: 0
°
C (10 h)
95% ee (>99%)
endo
:
exo
= 88:12
OMe
OMe
N
O
OH
N
N
Cu
2+
H
N
O
H
O
N
O
Cu
2+
OH
R
O
H
2
O
The known crystal structure
trans-s-cis
TS
Scheme 8D.71.
Me
Et
N
N
O
OMe
44
(X mol %)
AgOAc (X mol %)
PPh
2
OMe
MeO
MeO
i
PrOH (1.0 eq.)
+
N
N
THF, 4
°
C, 12 h
TMSO
then 10% aq. HCl
Ar
O
Ar
Ar = Ph
X = 1.0
0.1
0.5
93% ee (94%)
88% ee (78%)
95% ee (>98%)
Ph
2-Nap
Scheme 8D.72.
