204
ORGANIC SYNTHESIS—1995
III.B. C-N Multiple Bond Reductions
ITI.B.l. Imine Reductions
III.B.1-1 Singaram, B. et al., TL, 35, 5389; Wills, M. et al., TL, 35, 5303;
Ahlbrecht, M. and Baumann, V., S, 770; see also: DeKimpe, N. and
Stanoeva, E., S, 695.
N
ΊΡΙι
LiEt 2 NBH 3
N T *
Ji
THF,0°C *
Jf
83-98 %, 34-92 % d.e.
III.B.1-2 Achiwa, K. et al., CPB, 42, 1951; see also: Murahashi, S. et al.,
CC, 725.
\
H 2 ,RhLorIrL
\
/
/
\
Ph-H,MeOH
/
\
R
R
R
R
60-100 % conversion
0-81 % e.e.
III.B.1-3 Zhou, J. et al., JCS(Pl), 3029.
TolO—ι
CN
TolO—
VN P h
'
'
RaNi,NaH 2 P0 2
(PhNHCH 2 ) 2
AcOH, pyr, H 2 0
-ΎΪ
TolO
TolO