Synapse
⌘+K
Synapse
PulseExploreClubsResearchersJournals
Instagram
HomeClubsExplore
September 10, 2025Organic Letters

Stereoselective Synthesis of α-Aminophosphonates and Their Derivatives via Asymmetric α-Azidation of the CAMDOL-Derived Phosphonates

View Full Paper
Ask AI
Bookmark
Share

Authors

YHYu HuangQWQian WuJLJunchen Li

Discussion

Loading...

Member takes

Overview

This study demonstrates a diastereoselective method for synthesizing α-aminophosphonates, highlighting their distinct chirality and practical applications.

Key Points

  • Diverse α-azidophosphonates were synthesized with yields up to 85% and a diastereomeric ratio greater than 99:1.
  • The approach allows for late-stage transformations to pharmacological derivatives like α-aminophosphonic acids.
  • The CAMDOL-derived phosphonates exhibited significant stereoselectivity and compatibility compared to traditional induction methods.
  • Ease of manipulation was demonstrated through Staudinger or click reactions, yielding unique α-triazolylphosphonate derivatives.

Cite This Study

Huang et al. (2025) studied this question.

synapsesocial.com/papers/68c1956b9b7b07f3a061997fhttps://doi.org/10.1021/acs.orglett.5c03243
View Full Paper
Ask AI
Bookmark
Share

Also Consider

Synapse has enriched 5 closely related papers on similar clinical questions. Consider them for comparative context:

  1. 1Catalytic Enantioselective Fluorination and Amination of β-Keto Phosphonates Catalyzed by Chiral Palladium Complexes2005 · 163 citations
  2. 2Palladium‐Catalyzed Asymmetric Hydrogenation of N‐Hydroxy‐α‐imino Phosphonates Using Brønsted Acid as Activator: The First Catalytic Enantioselective Approach to Chiral N‐Hydroxy‐α‐amino Phosphonates2012 · 37 citations
  3. 3Diastereo- and Enantioselective Asymmetric Hydrogenation of α-Amido-β-keto Phosphonates via Dynamic Kinetic Resolution2012 · 46 citations
  4. 4Catalytic Asymmetric Three-Component Reaction of 2-Alkynylbenzaldehydes, Amines, and Dimethylphosphonate2020 · 36 citations
  5. 5Nickel-Catalyzed Enantioselective Hydrophosphinylation of 2-Azadienes to Access Enantioenriched α-Aminophosphine Oxides2023 · 25 citations