Molecules, Journal Year: 2025, Volume and Issue: 30(2), P. 371 - 371

Published: Jan. 17, 2025

Diastereodivergent synthesis of octahydrophenanthridinone and octahydrophenanthridine skeletons, structural motifs often found in biologically active natural products, is described. We previously reported a total pancratistatin analog using novel construction. In this study, we examined the generality our method its extension to formation. Conjugate addition diarylcuprates nitrosocyclohexenes, which were generated situ from 2-chlorocyclohexanone oximes, provided 2-arylcyclohexanone oximes. Subsequent reduction oxime moiety gave cis- trans-configured amines. Both amines separately converted into corresponding octahydrophenanthridinones octahydrophenanthridines via hexahydrophenanthridine intermediates.

Language: Английский