Highly stereoselective trifluoropyruvate-ene reaction with Δ20(22)-steroidal olefin by chiral Pd2+-catalyst: New type of VDR antagonist for osteocalcin, Δ20(21)-ene product without (dehydro)lactone and lactam motifs
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Add time:10/01/2019 Source:sciencedirect.com
The highly stereoselective trifluoropyruvate-ene reaction with steroidal 1,1-disubstituted Δ20(22)-side chain olefin was achieved by the dicationic BINAP-Pd complex as an effective chiral Lewis acid catalyst to give the Δ20(21)-steroidal ene-product in high yield and enantioselectivity. The ene product itself without (dehydro)lactone and lactam structures exhibited remarkably high antagonist activity for human osteocalcin even in low binding affinity for human vitamin D hormone receptor.
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