Ni/Cu Dual‐Catalyzed Propargylation for the Stereodivergent Synthesis of Methohexital

Abstract: The development of efficient methodologies for the controlled manufacture of specific stereoisomers bearing quaternary stereocenters has prompted advances in a variety of scientific disciplines including pharmaceutical chemistry, materials science, and chemical biology. However, complete control of the absolute and relative stereochemical configurations of alkyne derivatives remains an unmet synthetic challenge. Herein, a Ni/Cu dual‐catalyzed asymmetric propargylic substitution reaction is presented to produce propargylated products with all‐carbon quaternary stereocenters in high yields with significant diastereo‐ and enantioselectivities (up to >20:1 dr, >99% ee). The synthesis of all stereochemical variants of methohexital, a widely used sedative‐hypnotic drug, exemplifies the efficacy of dual‐catalyzed stereodivergent propargylation.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Ni/Cu Dual‐Catalyzed Propargylation for the Stereodivergent Synthesis of Methohexital ; day:25 ; month:07 ; year:2024 ; extent:12
Advanced science ; (25.07.2024) (gesamt 12)

Creator
Chang, Xihao
Zhang, Jiayin
Cheng, Xiang
Lv, Xianhai
Guo, Chang

DOI
10.1002/advs.202406764
URN
urn:nbn:de:101:1-2407251414441.683942838152
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
14.08.2025, 10:47 AM CEST

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Associated

  • Chang, Xihao
  • Zhang, Jiayin
  • Cheng, Xiang
  • Lv, Xianhai
  • Guo, Chang

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