Chemistry Reference
In-Depth Information
O
O
Y
O
(a)
TMG (
1
)
O
O
X
O
2
N
O
2
N
5 d, rt
X = OH, Y = CH
2
NO
2
(89%)
X = CH
2
NO
2
, Y = OH (9%)
O
O
Me
Me
HN
HN
PhSH
O
N
O
N
(b)
MMTrO
MMTrO
O
O
TMG (
1
) / MeCN
0.5 h, rt
SPh
O
2
N
O
2
N
78%
MMTr = monomethoxytrityl
TMG (
1
) / MeCN
HCHO
0.5 h, rt
O
Me
HN
O
N
MMTrO
O
X
SPh
Y
X = NO
2
, Y = CH
2
OH (64%)
X = CH
2
OH, Y = NO
2
(9%)
Me
Me
OH
N
OMe
CHO
(c)
N
HO
TMG (
1
) / DCM
rt
93%
OMe
CO
2
Me
O
CO
2
Me
Me
H
N
O
Me
NH
2
huperzine A
Scheme 4.37
Examples of sequential Michael and aldol reactions
