Chemistry Reference
In-Depth Information
COOMe
COOMe
NHAc
NHAc
TBSO
99.5% ee
>99% ee
COOMe
COOMe
Ph
NHAc
NHAc
>99% ee
90.6% ee
Figure 7.14.
Unsaturated
α
-amino acids prepared by regio- and diastereoselective
hydrogenation.
NHAc
[Rh-(
S
,
S
)-Et-DuPhos
H
2
NHAc
H
+
BF
4
-
COOMe
N
COOMe
94% ee
MeOOC
COOMe
COOMe
NHCbz
NHCbz
O
NHAc
Boc
MeOOC
N
OMe
COOMe
COOMe
[Rh-(
R
,
R
)-Pr-DuPhos]
H
2
S
NHAc
S
NHAc
Br
Br
B(OH)
2
COOMe
S
S
NHAc
Pd(OAc)
2
,P(o-Tolyl)
3
S
Scheme 7.2.
Hydrogenation of
α
-dehydroamino acids bearing quinolyl, furan, pyrolyl, and pyridyl
functionalities.
