Chemistry Reference
In-Depth Information
O
O
CuTC (2 mol %)
48
or
49
(4 mol %)
Et
2
O, -30
R'
O
O
P N
+2Me
3
Al
R
°
C, 18 h
R
R'
Me
R= CH
2
CH
3
,
48
(94%
ee
),
49
(96%
ee
)
R= CH
2
CH(CH
3
)
2
,
48
(93%
ee
),
49
(93%
ee
)
R= CH
2
CH
2
CH=CH
2
,
48
(91%
ee
),
49
(95%
ee
)
R= CH
2
CH
2
CH
2
CH=CH
2
,
48
(93%
ee
),
49
(95%
ee
)
O
O
48 :
R' = Ph
49 :
R' = 2-Napht
R= CH
2
CH
2
−
49
(95%
ee
)
O
O
CuTC (2 mol %)
50 (4 mol %)
O
O
P
N
+
1.4Et
3
Al
Et
2
O, -30
°
C18 h
82%
trans,
84%
ee
cis,
91%
ee
50
Scheme 8A.41.
PPh
2
P(O)Ph
2
51
PPh
2
P(O)Ph
2
51
O
O
2 mol % Cu(CH
3
CN)
4
PF
6
4 mol %
51
Et
2
O, -45
2 mol % Cu(CH
3
CN)
4
PF
6
4 mol %
51
Et
2
O, t
O
R
O
R
1
R
2
R
1
R
2
C
1.5eq. R
3
Al
°
°
C
1.5eq. R
3
Al
()
( )
n
R
n
R = Me, n = 1, 91%
ee;
R = Et, n = 1, 86%
ee
R = Me, n = 2, 89%
ee;
R = Et, n = 1, 75%
ee
R = Me, n = 10, 77%
ee;
R = Et, n = 1, 41%
ee
R = Me, R
1
= Ph, R
2
= Me, 71%
ee;
R = Et, R
1
= Ph, R
2
= Me, 20%
ee
R = Me, R
1
= Ph, R
2
= Ph, 25%
ee;
R = Et, R
1
= Ph, R
2
= Ph, 16%
ee
R = Me, R
1
= Hep, R
2
= Me, 74%
ee;
R = Et, R
1
= Hep, R
2
= Me, 51%
ee
Scheme 8A.42.
Me
2% CuT C, 4%
52
Et
2
O, -30
NO
2
NO
2
+Me
3
Al
R
R
°
C
R=
, 78%
ee;
R=
, 86%
ee
Ph
R=
, 93%
ee;
R=
, 56%
ee
OMe
Cl
O
O
PN
R=
S
, 91%
ee;
R=
, 84%
ee
O
Ph
52
OMe
OMe
R=
, 78%
ee;
R=
, 88%
ee
Scheme 8A.43.
