Asymmetric Synthesis of Fluorinated Monoterpenic Alkaloid Derivatives from Chiral Fluoroalkyl Aldimines via the Pauson‐Khand Reaction

Advanced Synthesis & Catalysis
2020.0

Abstract

Enantioenriched fluorinated monoterpenic alkaloid analogues were synthesised, employing a strategy based on the previously undescribed diastereoselective propargylation of fluorinated tert-butanesulfinyl imines, and subsequent Pauson-Khand reaction of resulting enyne derivatives, carried out both stoichiometrically and catalytically. The Pauson-Khand reaction tolerated both substituted alkenes and alkynes, and took place in good yields and diastereoselectivities, even when applied to a gram-scale synthesis.

Knowledge Graph

Similar Paper