348
ORGANIC SYNTHESIS—1995
VI.A.6-3 Bouquant, J., Chuche, J. and Moussounga, J., S, 483; TexierBoullet, F., Hamelin, J. et al., SL, 935; Braibante, M.E.F. et al., S, 898; see
also: Fisher, G.B. et al., SC, 24, 1541.
H
R
OEt
R'NH 2 , HCQ 2 H
Ph-Me,A
O
NHR·
"OEt
U
ΓΝΗΙ
80-96 %
VI.A.6-4 Pfaltz, A., Helmchen, G. et al., TA, 5, 573; Srivastava, R.S. and
Nicholas, K.M., TL, 35, 8739; see also: Larock, R.C. et al., JOC, 59, 8107;
Katz, T.J. and Shi, S., JOC, 59, 8297.
OAc
Ph'
NHCH 2 Ph
*
PhCH 2 NH 2 , [Pd(C 3 H 5 )CI] 2 , L*
Ph
Ph' " ^
"Ph
L* = chiral phosphìno-oxazolìnes 78-98 %
73-94 % e.e.
VI.A.6-5 Stuk, T.L. et al., JOC, 59, 4040.
O
Βιφ
Ph'
C N
BnMgCl, THF
B n 2
N
O
NH 2
Ph
94%
VI.A.6-6 Hartsock, F.W. et al., TL, 35, 8761.
PhNH 2 + MeOH
Pd(OAc) 2> Cu(OAc) 2
NaOAc, CO, 50°C
0.35 V vs SCE
PhNHC0 2 Me
61-99 %
ORGANIC SYNTHESIS—1995
VI.A.6-3 Bouquant, J., Chuche, J. and Moussounga, J., S, 483; TexierBoullet, F., Hamelin, J. et al., SL, 935; Braibante, M.E.F. et al., S, 898; see
also: Fisher, G.B. et al., SC, 24, 1541.
H
R
OEt
R'NH 2 , HCQ 2 H
Ph-Me,A
O
NHR·
"OEt
U
ΓΝΗΙ
80-96 %
VI.A.6-4 Pfaltz, A., Helmchen, G. et al., TA, 5, 573; Srivastava, R.S. and
Nicholas, K.M., TL, 35, 8739; see also: Larock, R.C. et al., JOC, 59, 8107;
Katz, T.J. and Shi, S., JOC, 59, 8297.
OAc
Ph'
NHCH 2 Ph
*
PhCH 2 NH 2 , [Pd(C 3 H 5 )CI] 2 , L*
Ph
Ph' " ^
"Ph
L* = chiral phosphìno-oxazolìnes 78-98 %
73-94 % e.e.
VI.A.6-5 Stuk, T.L. et al., JOC, 59, 4040.
O
Βιφ
Ph'
C N
BnMgCl, THF
B n 2
N
O
NH 2
Ph
94%
VI.A.6-6 Hartsock, F.W. et al., TL, 35, 8761.
PhNH 2 + MeOH
Pd(OAc) 2> Cu(OAc) 2
NaOAc, CO, 50°C
0.35 V vs SCE
PhNHC0 2 Me
61-99 %