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Beilstein J. Org. Chem. 2019, 15, 1468–1474, doi:10.3762/bjoc.15.147
Graphical Abstract
Figure 1: Structure of abyssomicins C, B, D, atrop-abyssomicin C, atrop-O-benzyl-abyssomicin C and atrop-O-be...
Figure 2: A) Docking poses for atrop-O-benzyl-desmethyl-abyssomicin C (orange) and compound 2 (green) showing...
Scheme 1: Retrosynthetic analysis of the truncated derivatives 1 and 2 of abyssomicin C.
Scheme 2: Synthesis of the building block 3. a) TBDMSCl (0.5 equiv), NaH (1.0 equiv), THF, 0 °C to rt, 16 h, ...
Scheme 3: Synthesis of the building blocks 4 and 5. a) TFA (1.1 equiv), CH2Cl2, rt, 24 h, 84% (14: R = Me) an...
Scheme 4: Reaction of the building block 3 with 4 or 5 for the synthesis of compounds 1 and 2. a) 4 or 5 with...