B B
B
H
R-Alpine-BoraneTM
B
H
9-BBN
O HO H
(S)-(−)Aline-Borane
97%enantiomeric excess
60-65% yield
CH 3
B
D O OH
H
R
R
C
H
D
(R)
CH 3
B
H O
OH
RS
RL
Ipc
Cl
RL
C
RS
H
(S)
favored
RS
C
RL
O H OH
CH 3
B
H
RL
RS
Ipc
Cl
(R)
less favored
B B
B
H
R-Alpine-BoraneTM
B
H
9-BBN
O HO H
(S)-(−)Aline-Borane
97%enantiomeric excess
60-65% yield
CH 3
B
D O OH
H
R
R
C
H
D
(R)
CH 3
B
H O
OH
RS
RL
Ipc
Cl
RL
C
RS
H
(S)
favored
RS
C
RL
O H OH
CH 3
B
H
RL
RS
Ipc
Cl
(R)
less favored