CARBON-CARBON BOND FORMING REACTIONS
73
I.B.1-12 Wei, Z.Y. and Knaus, E.E., 7, 50, 5569 and OPP, 26, 243.
. SMe
ίτ>Γ\\τ>ΐΓ\\Γ·τι nf\ D2
^ aMe
C0 2 Me
NHC0 2 R
(RO)P(0)CH 2 C0 2 R
J
'BuLi, DIBALH
THF
C0 2 Me
NHC0 2 R
62-78%
I B . 2 .
Eliminations
I.B.2.3. Eliminations of Alcohols and Derivatives
I.B.2.a-l Kumar, A. and Dittmer, D.C., JOC, 59, 4760 and TL, 35,
5583; Yadav, J.S. et al., TL, 35, 3625; see also: Scheffold, R. et al.,
HCΆ, 77, 1236.
M e 0 2 ( l ^ < X ^
1. TsCI, TE A >
Μ ^
O H
2. Te, NaBH4
DMF, rt
OH
72%
I.B.2.a-2 Strunz, G.M. and Finlay, H., 7,50, 11113.
+
CHO
C
OH
OH
BF 3 -Et 2 0
OH
30-56%
73
I.B.1-12 Wei, Z.Y. and Knaus, E.E., 7, 50, 5569 and OPP, 26, 243.
. SMe
ίτ>Γ\\τ>ΐΓ\\Γ·τι nf\ D2
^ aMe
C0 2 Me
NHC0 2 R
(RO)P(0)CH 2 C0 2 R
J
'BuLi, DIBALH
THF
C0 2 Me
NHC0 2 R
62-78%
I B . 2 .
Eliminations
I.B.2.3. Eliminations of Alcohols and Derivatives
I.B.2.a-l Kumar, A. and Dittmer, D.C., JOC, 59, 4760 and TL, 35,
5583; Yadav, J.S. et al., TL, 35, 3625; see also: Scheffold, R. et al.,
HCΆ, 77, 1236.
M e 0 2 ( l ^ < X ^
1. TsCI, TE A >
Μ ^
O H
2. Te, NaBH4
DMF, rt
OH
72%
I.B.2.a-2 Strunz, G.M. and Finlay, H., 7,50, 11113.
+
CHO
C
OH
OH
BF 3 -Et 2 0
OH
30-56%