262
ORGANIC SYNTHESIS—1995
IV.G-2 West, F.G. et al., JOC, 59, 6892 and JACS, 116, 8420.
Cu(acac>2
I
Γ
Ph-Me, reflux
N ^ ^ B n
life 58-69%
IV.G-3 Tadano, K.I. et al., T, 50, 5681; Hirai, Y. and Nagatsu, M., CL,
21.
NHC0 2 Me
NaH, Pd(PPh 3 ) 4
Bu 4 NI
^
- N <
Cl THF,0°C
I
f
11
C0 2 Me
79% (cis:trans, 1:2)
Tr
IV.G-4 Compernolle, F. et al., CC, 2147 and7L, 35, 9047; see also:
Asaoka, M. et al, H, 38, 2455; Francis, CL. and Ward, A.D., AJC, 47,
2109; Takahata, H., Momose, T. et al., H, 38, 1961; Carroll, F.I. et al, TL,
35, 8969; Naito, T. et al., JCS(Pl), 773.
9
H
,
N
MeOH
reflux
- XXI,
N
56%
IV.G-5 Kamenecka, T.M. and Overman, L.E., TL, 35, 4279.
OTBDMS
B o c i B i O P i ^ ^ ^ ^ k
(Ans)BnNOC^.LJ
Ans = p-anisyl
O
HCHO - H 2 0
HC0 2 H, 60°
^ Ν .
K 2 C0 3 ,MeOH
B n
„
(Ans)BnNOCT
O
75%
ORGANIC SYNTHESIS—1995
IV.G-2 West, F.G. et al., JOC, 59, 6892 and JACS, 116, 8420.
Cu(acac>2
I
Γ
Ph-Me, reflux
N ^ ^ B n
life 58-69%
IV.G-3 Tadano, K.I. et al., T, 50, 5681; Hirai, Y. and Nagatsu, M., CL,
21.
NHC0 2 Me
NaH, Pd(PPh 3 ) 4
Bu 4 NI
^
- N <
Cl THF,0°C
I
f
11
C0 2 Me
79% (cis:trans, 1:2)
Tr
IV.G-4 Compernolle, F. et al., CC, 2147 and7L, 35, 9047; see also:
Asaoka, M. et al, H, 38, 2455; Francis, CL. and Ward, A.D., AJC, 47,
2109; Takahata, H., Momose, T. et al., H, 38, 1961; Carroll, F.I. et al, TL,
35, 8969; Naito, T. et al., JCS(Pl), 773.
9
H
,
N
MeOH
reflux
- XXI,
N
56%
IV.G-5 Kamenecka, T.M. and Overman, L.E., TL, 35, 4279.
OTBDMS
B o c i B i O P i ^ ^ ^ ^ k
(Ans)BnNOC^.LJ
Ans = p-anisyl
O
HCHO - H 2 0
HC0 2 H, 60°
^ Ν .
K 2 C0 3 ,MeOH
B n
„
(Ans)BnNOCT
O
75%