76
ORGANIC SYNTHESIS—1995
I.B.2.a-ll Mehta, G. and Acheryulu, P.V.R., CC, 2759.
'Pr*
ÖMe
CH 2 OH
TMSI
MeCN
99%
Ï.B.2.H. Eliminations of Halides
I.B.2.b-l DeKimpe, N. et al., CC, 1221; Oda, M. et al., RTC, 113,
377; Yadav, J.S. et al., TL, 35, 3621.
R
-jk
Br
Zn/c-(«·
R
^ ^ - ^
aq MeOH, rt, 4-6h
R
H
50-71%
I.B.2.b-2 Duhamel, L. et al., JOC, 59, 2285.
Ph
Br
THF, -70C
73%
e.e. = >99%
I.B.2.b-3 Al Dulayymi, A.R. and Baird, M.S., JCS(Pl), 1547, 1633.
R
1
/ R
R — K /
NaH, (EtO) 2 POH
RR
1
/
Br^f^Br
Br
R
2
Br
36-96%