296
ORGANIC SYNTHESIS—1995
IV.K.4,
Heterocvcles with 1 N and 1 S
IV.K.4-1 Vierfond, J.M. et al., H, 38, 1001; Strekowski, L. et al., H, 37,
775.
SH
„
"„ NaH
+ NGCG "O
THF
40-88%
IV.K.4-2 Perry, R.J. and Wilson, B.D., OM, 13, 3346.
^^
NH,
1
2.n.lntiHinp
1
R
2,6-lutidine
62-93%
R
IV.K.4-3 Aguilar, E. and Meyers, A.I., TL, 35, 2477.
C0 2 Et
1. KHC0 3 ,DME
/ = \
R^ JL
2. BrCH,COCO,Et
*NH 2
-
—+y*
3. TFAA, 2,6-lutidine
>99%ee
NHBoc
JL
R
NHBoc
IV.K.4-4 Fishwick, C.W.G. et al., TL, 35, 6551.
R*\
1. S0 2 CI 2 , CH 2 C1 2 , Δ
R
2 . Β Γ 2 , Δ
H /
2
3. RSnR 3 , Pd(0)
ORGANIC SYNTHESIS—1995
IV.K.4,
Heterocvcles with 1 N and 1 S
IV.K.4-1 Vierfond, J.M. et al., H, 38, 1001; Strekowski, L. et al., H, 37,
775.
SH
„
"„ NaH
+ NGCG "O
THF
40-88%
IV.K.4-2 Perry, R.J. and Wilson, B.D., OM, 13, 3346.
^^
NH,
1
2.n.lntiHinp
1
R
2,6-lutidine
62-93%
R
IV.K.4-3 Aguilar, E. and Meyers, A.I., TL, 35, 2477.
C0 2 Et
1. KHC0 3 ,DME
/ = \
R^ JL
2. BrCH,COCO,Et
*NH 2
-
—+y*
3. TFAA, 2,6-lutidine
>99%ee
NHBoc
JL
R
NHBoc
IV.K.4-4 Fishwick, C.W.G. et al., TL, 35, 6551.
R*\
1. S0 2 CI 2 , CH 2 C1 2 , Δ
R
2 . Β Γ 2 , Δ
H /
2
3. RSnR 3 , Pd(0)