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OH
OLi
R
1
CHO
CO
2
Ar
R
1
O
-78ºC
10
CH
3
(
+
)-
14
R
1
Yield (%)
ds (%)
n
C
5
H
11
70
72
-78ºC
24h.
Ti
t
Bu
82
96
DAGO
ODAG
Cl
i
C
3
H
7
78
96
3
Ph
72
76
OH
R
1
CHO
CO
2
Ar
Ti
R
1
DAGO
ODAG
O
-78ºC
CH
3
13
OAr
11
R
1
Yield (%)
ee (%)
ds (%)
84
78
94
92
C
3
H
7
87
95
-30ºC
4h.
t
Bu
71
91
CH
3
CH=CH
2
79
96
Ph
82
94
OH
R
1
CHO
CO
2
Ar
Ti
R
1
DAGO
ODAG
O
-78ºC
CH
3
OAr
14
12
R
1
Yield (%)
ee (%)
ds (%)
78
66
62
54
a
C
3
H
7
74
95
t
Bu
59
98
CH
3
CH=CH
2
61
98
Ph
73
94
a
syn
-aldol
Scheme 7.3
Synthesis and reactivity of chiral
(E)-
and
(Z)
-titanium enolates
11
and
12.
=
=
H
H
H
3
C
Ti
H
Ti
O
O
R
R
ODAG
ODAG
O
O
H
H
3
C
OAr
OAr
ET-12
ET-11
14
(
anti
-aldol)
13
(
syn
-aldol)
Figure 7.2
Transition states for the aldol additions of
(E)-
11
and
(Z)-
12
enolates.
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