228
ORGANIC SYNTHESIS—1995
IV. C. Lactams
IV.C-1 Chmielewski, M. et al., SL, 539.
Γ
Ο Β η
1. CIS0 2 NC
l _ O B n
BnO l _ o
Na 2 CQ 3 > Bi*
ΓθΒηΛ
Ph-Me, -50°C
2. RED-A1
70%
IV.C-2 DeShong, P. et al., JOC, 59, 6282.
|f
=—SiMe 3
/ k ,
TBAF
] ~ I
62-96%
31-38%
IV.C-3 Weinreb, S.M. et al., JOC, 59, 5856.
.Ph
D
/ ^Ph
jp
i
\ / C 0 2 M e
Zn/HgCl 2
R - W — [
TSB^
N
+
R
B r
Ph
"
Me
'
A
O ^ ^ S s E
23-74%
IV.C-4 Hashimoto, S. et al., SL, 1031.
* V r-"" ^ 2 o-/
H ! P h
)
Me
°
2C
-· ^
V^ CH 2 CI 2 , 22 °C, 6h
\ ^
\
2
z
96%. 74% EE *
-*or
96%, 74% EE
ORGANIC SYNTHESIS—1995
IV. C. Lactams
IV.C-1 Chmielewski, M. et al., SL, 539.
Γ
Ο Β η
1. CIS0 2 NC
l _ O B n
BnO l _ o
Na 2 CQ 3 > Bi*
ΓθΒηΛ
Ph-Me, -50°C
2. RED-A1
70%
IV.C-2 DeShong, P. et al., JOC, 59, 6282.
|f
=—SiMe 3
/ k ,
TBAF
] ~ I
62-96%
31-38%
IV.C-3 Weinreb, S.M. et al., JOC, 59, 5856.
.Ph
D
/ ^Ph
jp
i
\ / C 0 2 M e
Zn/HgCl 2
R - W — [
TSB^
N
+
R
B r
Ph
"
Me
'
A
O ^ ^ S s E
23-74%
IV.C-4 Hashimoto, S. et al., SL, 1031.
* V r-"" ^ 2 o-/
H ! P h
)
Me
°
2C
-· ^
V^ CH 2 CI 2 , 22 °C, 6h
\ ^
\
2
z
96%. 74% EE *
-*or
96%, 74% EE