Chiral Pd-catalyzed trifluoropyruvate-ene reactions with steroidal side chains for late-stage fluoromethyl-functionalization: remarkably high agonist activities of ene products even in low VDR binding affinity

The highly enantioselective trifluoropyruvate-ene reactions of chiral steroid side chain olefins were achieved by dicationic palladium complexes as chiral Lewis acid catalysts to give steroidal ene-products in high diastereoselectivity. The ene products exhibited remarkably high agonist activities for human osteocalcin even in low vitamin D receptor binding affinity for human vitamin D hormone receptor.

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