354
ORGANIC SYNTHESIS—1995
VLA.7-8 Richter, L.S. et al., TL, 35, 4705 and 5547.
CH 2 OH
τ
OH
RHN
XQ 2 Me
DEAD, Ph 3 P
RHN
C0 2 Me
VLA.7-9 Ratemi, E.S. and Vederas, J.C., TL, 35, 7605.
O
HO
NHCbz
X .
Et 2 (Cl)Al-NR 2 ,
CH 2 C1 2 ,0°C
NR 2
NHCbz
80-95 %
O
R 2 NSiMe 3
MeCN, rt
R 2 N
OH
NHCbz
40-85 %
VLA.7-10 Jommi, G. et al., G, 124, 299.
Ν Λ
1 : R C H O , ' B U O K , T H F
H O
R
Cu /
CO
2: H 3 Q
+
^
Y
O" I " °
3: PhCOCI, KOH
**
JL
THF
4: CH 2 N 2
Me0 2 C
NHBz
50-60 %
11-60 % e.e.
ORGANIC SYNTHESIS—1995
VLA.7-8 Richter, L.S. et al., TL, 35, 4705 and 5547.
CH 2 OH
τ
OH
RHN
XQ 2 Me
DEAD, Ph 3 P
RHN
C0 2 Me
VLA.7-9 Ratemi, E.S. and Vederas, J.C., TL, 35, 7605.
O
HO
NHCbz
X .
Et 2 (Cl)Al-NR 2 ,
CH 2 C1 2 ,0°C
NR 2
NHCbz
80-95 %
O
R 2 NSiMe 3
MeCN, rt
R 2 N
OH
NHCbz
40-85 %
VLA.7-10 Jommi, G. et al., G, 124, 299.
Ν Λ
1 : R C H O , ' B U O K , T H F
H O
R
Cu /
CO
2: H 3 Q
+
^
Y
O" I " °
3: PhCOCI, KOH
**
JL
THF
4: CH 2 N 2
Me0 2 C
NHBz
50-60 %
11-60 % e.e.