Cationic Chiral Pd-Catalyzed "Acetylenic" Diels-Alder Reaction: Computational Analysis of Reversal in Enantioselectivity

Chemistry, an Asian Journal
Kazuya HondaKoichi Mikami

Abstract

The highly enantioselective Diels-Alder reaction of acetylenic dienophiles is shown to be effectively catalyzed by cationic chiral palladium complexes. Not only the degree but also the sense of enantioselectivity critically depends on the steric demand of ligands. Computational analyses indicate that the steric demand does not affect the endo/exo-selectivity but the enantioface selectivity of dienes.

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Citations

Jun 21, 2019·Organic & Biomolecular Chemistry·Weidi CaoXiaohua Liu
Feb 25, 2021·Organic & Biomolecular Chemistry·Linqing WangDongxu Yang
Nov 10, 2020·Journal of the American Chemical Society·Henrik QuanzPeter R Schreiner

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