38
ORGANIC SYNTHESIS—1995
I.A.7.a.3-12 Oshima, K., Utimoto, K. et al., BCJ, 67, 2514; Ley, S.V.
et al, CC, 1931; see also: Kim, CU. et al., TL, 35, 3017.
NMe,
R,A1
NMe 2 +
Me
R^ ^ T ^ N M e 2
10-98%, 83:17 to >99:1
Me
I.A.7.a.3-13 Ahn, Y. and Cohen, T., TL, 35, 203; Li, X, Singh, S.M.
and Labrie, F., TL, 35, 1157; Bartoli, G. et al., TL, 35, 8453.
X 0 2 L i
CeCl·,
THF, -78°C
Ph
72% (20-30%
without CeCl 3 )
similar addition to ketones also reported
I.A.7.a.3-14 Oppolzer, W. et al., TL, 35, 7015; Enders, D. et al., SL,
795; see also: Wemple, J. et al., TA, 5, 1131.
I W
n
O,
O
OR
NaH
R
2 CeCl 2
PhMe, Δ
JTX
2
H
63-93%
similar addition to chiral hydrazones and double addition to a
nitrite also reported
ORGANIC SYNTHESIS—1995
I.A.7.a.3-12 Oshima, K., Utimoto, K. et al., BCJ, 67, 2514; Ley, S.V.
et al, CC, 1931; see also: Kim, CU. et al., TL, 35, 3017.
NMe,
R,A1
NMe 2 +
Me
R^ ^ T ^ N M e 2
10-98%, 83:17 to >99:1
Me
I.A.7.a.3-13 Ahn, Y. and Cohen, T., TL, 35, 203; Li, X, Singh, S.M.
and Labrie, F., TL, 35, 1157; Bartoli, G. et al., TL, 35, 8453.
X 0 2 L i
CeCl·,
THF, -78°C
Ph
72% (20-30%
without CeCl 3 )
similar addition to ketones also reported
I.A.7.a.3-14 Oppolzer, W. et al., TL, 35, 7015; Enders, D. et al., SL,
795; see also: Wemple, J. et al., TA, 5, 1131.
I W
n
O,
O
OR
NaH
R
2 CeCl 2
PhMe, Δ
JTX
2
H
63-93%
similar addition to chiral hydrazones and double addition to a
nitrite also reported