Beilstein J. Org. Chem.2021,17, 2729–2764, doi:10.3762/bjoc.17.185
excellent enantioselectivity when either CAT 1 (93–97% ee) or CPA 7 (93–96% ee) was used as catalyst (Scheme 21). The authors described that, BINOL-derived CPAs and pThr-type CPA scaffolds were found to be effective for atroposelective cyclodehydrations. Both the DFT and catalyst correlation studies showed
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Graphical Abstract
Figure 1:
Representative examples of axially chiral biaryls, heterobiaryls, spiranes and allenes as ligands a...
Beilstein J. Org. Chem.2018,14, 2510–2519, doi:10.3762/bjoc.14.227
reaction promoted by trimethylsilyl polyphosphate (PPSE) is also proposed on the basis of literature data and our experimental observations.
Keywords: cyclodehydrations; dihydroquinazolines; microwaves; nitrilium ions; PPSE; SNAr; Introduction
Dihydroquinazolines (DHQs) represent heterocyclic cores of
, which are able at the same time, to activate nitrogen and oxygen functionalities towards nucleophilic attack. This dual behavior makes them valuable reagents, capable of promoting certain cyclodehydrations that cannot be achieved by using classical Lewis acids [84][85]. Additional advantages of PPA