Chemistry Reference
In-Depth Information
X
O
PA
2a
: X = Ph
PA
2b
: X = 4-FC
6
H
4
PA
2c
: X = 4-ClC
6
H
4
O
P
OH
O
X
Figure 3.6.
Chiral H
8
- BINOL - based phosphoric acids.
O
O
Boc
HN
PA
1d
(2 mol %)
Boc
H
Ac
N
O
O
R
1
CH
2
Cl
2
, rt
R
1
Ac
H
6 examples
93-99% yield
90-98% ee
Scheme 3.28.
O
O
NHPh
PA
1e
(0.5 mol %)
or PA
2a
(2 mol %)
Toluene, 0°C
O
R
+
+
PhNH
2
H
R
X
X
18 examples
X = CH
2
, O, S, N-boc
67-99% yield
75-98% ee
77:23 to 98:2
anti
selective
NHR
2
O
O
PA
2b
or
2c
(5 mol %
)
Toluene, 10°C
O
+
R
2
NH
2
+
R
1
Ar
R
1
H
Ar
R
1
= CH
3
, Ph, 4-F-Ph
6 examples
42-76% yield
70-86% ee
*RO
OR*
P
O
O
H
N
R
3
H
O
R
4
R
1
R
2
TS 2
Scheme 3.29.
