Biomedical Engineering Reference
In-Depth Information
SCHEME 7.25
(
Continued
)
Synthesis of fused isoindolinones started with oxidative cleavage of 2-
vinylbenzamides [53]. Isoindolinones are known as core structures of complex alka-
loids [54-56]. During the folding process, 2-vinylbenzamide derivatives,
207
to
209
,
underwent OsO
4
/NaIO
4
/DABCO-mediated oxidative cleavage followed by TFA-
triggered tandem
N
-acyl iminium ion cyclizations/nucleophilic addition to products
210
to
212
(Scheme 7.27).
The same authors [53] performed the synthesis of different nitrogenous hete-
rocycles. The reaction sequence started from TBDMS-protecting building blocks
which were attached to three different solid-supported peptide residues containing
