The first total syntheses of knerachlin A and knerachlin B are
described, starting from 2,4,6-trihydroxyacetophenone and 2,6-dihydroxyacetophenone, respectively.
The key step in the
synthesis is the condensation of ketone 5 with
cinnamaldehyde.
The first total synthesis of fuscinarin (1) and total synthesis of fuscins, the pentaketide metabolites showing activity against CCR5 in a scintillation proximity assay, were described by using compound 6 as a common intermediate. A key feature of the approach is the microwave-assisted tandem ortho-Claisen/Cope rearrangement that was used for the expedient synthesis of the intermediate 10.
First total synthesis of the proposed structures of β-indoloquinazoline alkaloids orisuaveolines A and B is reported. The key steps of the synthesis included a Pictet-Spengler reaction to build a six-member lactam which further transformed into target molecular by a one-pot condensation. This synthesis provided an access to the proposed structures of orisuaveolines A and B in a short and convenient manner from inexpensive, commercially available starting materials. The structures of our synthesized products were confirmed by 2D-NMR experiments.
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