Synthesis of the decalin core of codinaeopsin via an intramolecular Diels-Alder reaction.

Abstract

We describe the synthesis of the decalin core of codinaeopsin (1), a tryptophan-polyketide hybrid natural product with promising antimalarial activity (IC50 4.7 μM, against Plasmodium falciparum), via an intramolecular Diels-Alder (IMDA) reaction. A convergent synthesis was developed to prepare the precursors for the IMDA reaction in 10 steps. The exo… (More)
DOI: 10.1039/c3ob40480c

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