208
ORGANIC SYNTHESIS—1995
III.D-5 Oppolzer, W., PAC, 66,2127.
l:NaH, Ph-Me
A
I
H
*C,H 3 " 7
ITI.E. C-C Multiple Bond Reductions
III.E.1. C=C Reductions
III.E.1-1 Lautens, M. et al., JOC, 59, 6208.
OH R'
R
H 2 (1400 -1500 psi)
SnBu 3 dppbRh(NBD)
+ BF 4 '
CH 2 CI 2
OH R"
R
" ^ "SnBu 3
50-95 %
III.E.1-2 Palmieri, G. et al., TA, 5, 1455.
Ph
R20 2
N
Me
R
Ph
RI
NaHB(OAc) 3
MeCN, AcOH
0°C
N
Me
R20 2 (
R
RI
56-73 %, 39-85 % d.e.