90
ORGANIC SYNTHESIS—1995
T.B.5. Aliene Forming Reactions
I.B.5-1 Chow, H.-F. et al., CC, 2121; see also: Rochet, P. et al., S,
795.
R
TBAF
: ^ D i
OAc
THF '
rs^
C "
R
1
Ph
70-93%
I.B.5-2 Katsuhira, T., Harada, T., and Oku, A., JOC, 59, 4010.
1. MsCI, TEA
R
^
2.ΈιιΟΗ
R
3. R* ^OLi
.
.,
HO
T 2
HO
H ( J R'
36-80%
Y
C
^Y:I
I.B.5-3 Rodriquez, A. et al., TL, 35, 6977.
Me
c ^ CHO
M e
BF 3 .Et 2 0
R ^ C "
+
R i
/ - C H O
r
R
^ ^
c
R
HO
46-86%
(2:1-1:16)
I.B.5-4 Gillmann, T. et al., SC, 24, 2132.
îj
Me
'
ΐΓ
Pb(OAc) 4 , BF 3 »Et 2 0
< ^
HN
—
— -—=-*►
C ^ Br
"
MeOH
"V"
Br
I
0
C0 2 Me
59%
ORGANIC SYNTHESIS—1995
T.B.5. Aliene Forming Reactions
I.B.5-1 Chow, H.-F. et al., CC, 2121; see also: Rochet, P. et al., S,
795.
R
TBAF
: ^ D i
OAc
THF '
rs^
C "
R
1
Ph
70-93%
I.B.5-2 Katsuhira, T., Harada, T., and Oku, A., JOC, 59, 4010.
1. MsCI, TEA
R
^
2.ΈιιΟΗ
R
3. R* ^OLi
.
.,
HO
T 2
HO
H ( J R'
36-80%
Y
C
^Y:I
I.B.5-3 Rodriquez, A. et al., TL, 35, 6977.
Me
c ^ CHO
M e
BF 3 .Et 2 0
R ^ C "
+
R i
/ - C H O
r
R
^ ^
c
R
HO
46-86%
(2:1-1:16)
I.B.5-4 Gillmann, T. et al., SC, 24, 2132.
îj
Me
'
ΐΓ
Pb(OAc) 4 , BF 3 »Et 2 0
< ^
HN
—
— -—=-*►
C ^ Br
"
MeOH
"V"
Br
I
0
C0 2 Me
59%
