202
ORGANIC SYNTHESIS—1995
III.A-14 Baiker, A. et al., CC, 2047; Agbossov, F. et al., TA, 5, 515;
Kearns, J. and Kayser, M.M., TL, 35, 2845.
O
Me
OH
OEt
Pt, A1 2 0 3 , H 2
O
Ar ^O
Me
OEt
O
44-100%, up to 87 % e.e.
III.A-15 Kamochi, Y. and Kudo, T., CPB, 42, 402.
R-C0 2 R·
10-20% HCI, rt *
R-CH 2 OH
20-99 %
also for the reduction of CN or CONH 2 to amines
III.A-16 Delanghe, P.H.M. and Lautens, M., TL, 35, 9513.
Me 3 Si
Bu 3 Sn
O
H
L1AIH4
Me 3 Si
or
Dibal-H
0°C
R
Bu 3 Sn
OH
85-95 %, major product
III.A-17 Raston, C.L., Young, DJ. et al., TL, 35, 5915.
R
O
LGaH 3 .
OH
L = Me 3 N, quinuclidine, (QHn) 3 P
R
100%
7:3 to 9:1 trans/cis