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Beilstein J. Org. Chem. 2010, 6, No. 78, doi:10.3762/bjoc.6.78
Graphical Abstract
Figure 1: Natural product and natural product-like hybrids.
Figure 2: Structures of thiolactomycin (1), isatin (2), the desired hybrid 3 and tetracycle 4.
Scheme 1: Reagents and conditions: (a) KOH, MeOH, 25 °C, 95–100% (b) 6, DMF, 60 °C, 9–36%.
Scheme 2: Proposed mechanism for the formation of tetracycles 4.
Figure 3: (a) Molecular structure of the tetracycle 4a. (b) Structure of the dimer of 4a showing the atomic n...
Figure 4: Molecular structure of (a) 4b and (b) 4c, with ellipsoidal model of probability level = 35%.