Biomedical Engineering Reference
In-Depth Information
[Au]
[Au]
[Au]
[4+2]
Cycloaddition
[Au]
O
O
O
227
[Au]
O
[Au]
[Au]
[Au]
1,3-Dipolar
cycloaddition
O
O
O
228
[4+2]-Cycloaddition:
MeO
MeO
[Au]
MeO
[Au]
AuCl
3
(2 mol %
)
(CH
2
Cl)
2
, 50 °C, 1 h
84%
O
O
MeO MeO
O
MeO MeO
MeO MeO
229
230
231
O
O
O
MeO
CAN
CH
3
CN/H
2
O
MeO
O
MeO MeO
Rubiginone B2
233
232
1,3-Dipolar cycloaddition:
OEt
1. (IPr)AuNTf
2
(5 mol%)
CH
2
Cl
2
, rt
2.
p-
Ts O H
Acetone/H
2
O
Ph
Ph
O
Ph
O
OEt
Ph
AuL
O
O
AuL
AuL
234
235
93%
Ph
O
O
O
Ph
AuL
AuL
EtO
Ph
AuL
EtO
Ph
EtO
EtO
O
O
Ph
OH
p
-TsOH
H
2
O
O
H
OH
HO
H
237
236
Repraesentin F
SCHEME 4.66
4.5. OTHER GOLD-CATALYZED REACTIONS
A series of other gold-catalyzed transformations, whose purpose is not the
formation of a cycle, has been used in natural product synthesis. The most
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