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O
OMe
MeO
O
OMe
O
S -cat .
O
O
O
O
O
49
50
67% yield
95% ee
(+)-Isodeoxypodophyllotoxin
O
O
O
O
R - cat.
OH
MeO
MeO
51
52
O
62% yield
93% ee
(-)-Enterolactone
Rh 2 (4 S/R -MPPIM) 4
CH 2 Cl 2 , 40°C
O
N 2
O
R
48
OH
O
MeO
S -cat.
MeO
HO
TBDPSO
OH
MeO
53
54
68% yield
93% ee
( S )-(+)-imperanene
O
CO 2 H
O
H 2 N
HCl
S -cat.
Cl
Cl
55
56
81% yield
95% ee
( R )-(-)-baclofen HCl
Scheme 4.12. Synthetic applications of stereoselective γ - lactone formation.
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