190
ORGANIC SYNTHESIS—1995
II.F.3-2 Francke, W. et al., LA, 1211; Chi, K., Filimonov, V., and
Yusugov, M.S., SC, 24, 2119; Santelli, M. et al., TL, 35, 6481; Torii, S. et
al., CL, 121.
„
OTBS
OTBS
PdCl 2 , CuCI
^ ^ ^ k
.Me
DMF, 60°C
65% °
II.F.3-3 Crisp, G.T. and Meyer, A.G., S, 667.
OTf
TfOH, CHC1 3 , rt
/
^ ^ ( C H 2 ) n - X
'
*!_*. = < ^
(CH 2 ) n -X
X = CI, OTf
39-71 %
II.F.3-4 Rubinstein, H. and Svendsen, J.S., ACS, 48,439.
NH'Bu
P-ClBz-DHQD
I
R
^^R·
Ô
R
y % ·
0=Os=N'Bu
OH
II
O
40-97 %
II.F.3-5 Adam, W. and Klug, P., CB, 127, 1441.
R 4 V /
S n B U 3
l:0 2 ,TPP,hv
H ( \
/
n B » 3
/ ^
CH 2 C1 2 ,-20°C
R 4 - 7
Γ%°
R3
""A
I
2: Ti(OÌPr) 4
R 3
'"7\
Y
H
R 2
RI
CH 2 Ci 2
H R2 R i
24-55 %
>81:19 erythro/threo
ORGANIC SYNTHESIS—1995
II.F.3-2 Francke, W. et al., LA, 1211; Chi, K., Filimonov, V., and
Yusugov, M.S., SC, 24, 2119; Santelli, M. et al., TL, 35, 6481; Torii, S. et
al., CL, 121.
„
OTBS
OTBS
PdCl 2 , CuCI
^ ^ ^ k
.Me
DMF, 60°C
65% °
II.F.3-3 Crisp, G.T. and Meyer, A.G., S, 667.
OTf
TfOH, CHC1 3 , rt
/
^ ^ ( C H 2 ) n - X
'
*!_*. = < ^
(CH 2 ) n -X
X = CI, OTf
39-71 %
II.F.3-4 Rubinstein, H. and Svendsen, J.S., ACS, 48,439.
NH'Bu
P-ClBz-DHQD
I
R
^^R·
Ô
R
y % ·
0=Os=N'Bu
OH
II
O
40-97 %
II.F.3-5 Adam, W. and Klug, P., CB, 127, 1441.
R 4 V /
S n B U 3
l:0 2 ,TPP,hv
H ( \
/
n B » 3
/ ^
CH 2 C1 2 ,-20°C
R 4 - 7
Γ%°
R3
""A
I
2: Ti(OÌPr) 4
R 3
'"7\
Y
H
R 2
RI
CH 2 Ci 2
H R2 R i
24-55 %
>81:19 erythro/threo