H
3
C
H
3
C
CH
2
OH
H
3
C
DM
SO,
DC
C
H
3
C
H
3
C
H
3
C
O
84%
J. G
. Mo
ffatt
, Or
g.
S
ynth
.
47,
25
(196
7)
HO
OBn
O
OBn
OH
S
O
I
-
+
NaH
, DM
SO
85C
, 36
hr
96%
/ 92
%ee
D (-
) DE
T
Ti(O
iPr)
4
tBuO
OH,
88%
/
99%
ee
BnO
O
HO
Jenn
ifer
M. S
chom
aker
, Ve
era
R
edd
y Pu
lgam
, and
Bab
ak
Borh
an
J.Am
.
Ch
em.
Soc.
200
4
12
6,
1
3600
-136
01
Gaylord
Chemical Company, L.L.C
.
Profile
and Capabilities
H
H
3
C
CH
2
CH
2
CH
H
OH
CH
2
CO
2
CH
3
H
H
3
C
CH
2
CH
2
C
H
O
CH
2
CO
2
CH
3
DM
SO,
P
2
O
5
NEt
3
85%
D.F
.
Ta
ber,
C.J
.
Am
edio
,
Jr.
and
K.Y
. Jun
g iJ.
Org
. Ch
em
52,
562
1 (1
987
)