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Beilstein J. Org. Chem. 2013, 9, 265–269, doi:10.3762/bjoc.9.32
Graphical Abstract
Figure 1: The structures of azatriquinanes and azatriquinacene.
Figure 2: The synthesis of 4 (previous work).
Scheme 1: The designed synthetic route to a hydroxy NHC from 4b.
Scheme 2: The reduction of amides 4 by LiAlH4 and BH3·THF.
Figure 3: X-ray crystal structure of compound 5a.
Scheme 3: One-pot tandem cyclization of 6 in the presence of HC(OCH3)3.
Figure 4: X-ray crystal structure of compound 7b.
Figure 5: The structural comparison of chiral ammonium salts such as 7 with the chiral PTCs of Denmark et al.