Illustrated Glossary of Organic Chemistry
De
protection
:
The process of removing a
protecting group
.
CrO
3
aq.
H
2
SO
4
Without a protecting
group
, both the
alcohol
and
aldehyde
are
oxidized
by
Jones reagent
. This
oxidation
is not
chemoselective
.
t
BDMS
Cl
Imidazole
Protection
CrO
3
aq.
H
2
SO
4
aq. HF
Deprotection
When the
alcohol
is protected with a
t
BDMS
group
, only the
aldehyde
is
oxidized
by
Jones reagent
. Thanks to the protecting
group
the
oxidation
is now
chemoselective
, but the
synthesis
is now two steps longer because of the
protection
and deprotection steps.
Related terms:
Organic synthesis
,
total synthesis
,
retrosynthesis
,
silyl ether
,
TMS
,
t
BDPS
,
atom economy
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