Chemistry Reference
In-Depth Information
BnO
BnO
BnO
Ph
O
BnO
BnO
BnO
Ph
O
O
O
O
O
O
O
O
O
BzO
BzO
OAPAC
OH
OMe
OMe
Pd(PPh
3
)
4
(2 mol %)
Proton Sponge™ (
1
)
(1 equiv)
Ph
Ph
EtOH-H
2
O, reflux
O
O
O
O
O
BnO
AcO
O
BnO
AcO
O
O
O
O
BnO
BnO
OAPAC
OH
BnO
OMe
BnO
OMe
Scheme 8.12
Palladium catalysed deprotection of APAC group in the presence of Proton
Sponge (1)
8.6 Concluding Remarks
In this chapter, the synthetic utility of Proton Sponge (1) was reviewed. This superbase,
although not a main player, is indispensable for various mild and selective transformations
in organic synthesis. Despite the unique characteristics of superbases, their exploitation is
still limited. Recently, various types of proton sponges, including chiral ones, have been
developed, and are likely to have a wide range of applications in organic and asymmetric
synthesis.
References
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D
-
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