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HO
23c
CH 3
CH 3
CHO
(10 mol %)
OHC
CHO
OH
MS 4A
H 3 C
R
HO
H
R
H
Toluene, r.t.
R
% yield
dr
% ee
R =
46
>30:1
92
42
>30:1
93
R =
Scheme 8D.42.
R
[Rh(diphosphine)Cl] 2 (3-5 mol %)
AgSbF 6 (3-5 mol %)
(CH 2 Cl) 2 , r.t.
R
X
O
96% ee (62%)
98% ee (67%)
82% ee (98%)
X = O, R = Ph
X = O, R = C 4 H 9
X =PhSO 2 N, R = Me
P
PPh 2
PPh 2
OPPh 2
H
H
H
H
P
OPPh 2
( R , R , R , R )-BICPO
( R , R )-Me-Duphos
( R , R , R , R )-BICP
Scheme 8D.43.
[Rh(cod)Cl] 2 (5 mol %)
R 1
R 2
( S )-BINAP (12 mol %)
R 1
R 2
AgSbF 6 (20 mol %)
(CH 2 Cl) 2 , r.t.
*
O
O
R 1 = Ph, R 2 = H
R 1 = Me, R 2 = Me
R 1 = CO 2 Et, R 2 = Et
R 1 = CH 2 OH, R 2 = Me
R 1 = Me, R 2 = OAc
>99.5% ee (96%)
>99.9% ee (82%)
>99.9% ee (82%)
>99% ee (81%)
>99.9% ee (92%)
Scheme 8D.44.
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