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Beilstein J. Org. Chem. 2019, 15, 811–817, doi:10.3762/bjoc.15.78
Graphical Abstract
Figure 1: Biologically relevant molecules made, used or derivatized by mechanochemistry.
Figure 2: Isomeric diacyl-sn-glycerols (DAGs).
Scheme 1: Synthetic route to access protected DAGs; PG = protecting group.
Scheme 2: Protection of glycidol (1) with TBDMSCl in the ball mill. MM = mixer mill, PBM = planetary ball mil...
Scheme 3: Cobalt-catalyzed epoxide ring-opening in the ball mill.
Scheme 4: Mechanosynthesis of DAGs 5.
Scheme 5: Conjugation of DAG 5a with 7-hydroxycoumarin (9).
Figure 3: UV−vis spectra of DAG 6a (dotted line) and conjugated DAGs 10a and 10a’ as a mixture (10a/10a’ 72:2...