ArticleJournal of the American Chemical Society2014
Hydroxyproline-derived pseudoenantiomeric [2.2.1] bicyclic phosphines: asymmetric synthesis of (+)- and (-)-pyrrolines.
Article in Journal of the American Chemical Society, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 33 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
33 citing papers in PubMed.
- Phosphine-Catalyzed Unsymmetric [2 + 2] Annulation of Allenyl Phosphonates for Highly Substituted Cyclobutenes.Angewandte Chemie (International ed. in English) · 2026Article
- Cycloaddition Reactions of Sulfo-Biginelli Derived Thiadiazines.Organic letters · 2026Article
- Synthetic Methods for Four-Membered Carbocycles Bearing Emerging Fluorinated Motifs.Chemistry, an Asian journal · 2025Review
- Synthesis through C(spAccounts of chemical research · 2025Article
- Synthesis of SpiropyrrolinesThe Journal of organic chemistry · 2024Article
- Dealkenylative Functionalizations: Conversion of Alkene C(spSynthesis · 2024Article
- Asymmetric Photoaerobic Lactonization and Aza-Wacker Cyclization of Alkenes Enabled by Ternary Selenium-Sulfur Multicatalysis.ACS catalysis · 2023Article
- Access to Enantiomerically Pure P-Stereogenic Primary Aminophosphine Sulfides under Reductive Conditions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Enantioselective Synthesis of Quaternary Oxindoles: Desymmetrizing Staudinger-Aza-Wittig Reaction Enabled by a Bespoke HypPhos Oxide Catalyst.Journal of the American Chemical Society · 2022Article
- Phosphine-Catalyzed (4+1) Annulation: Rearrangement of Allenylic Carbamates to 3-Pyrrolines through Phosphonium Diene Intermediates.ChemCatChem · 2020Article
- The antiarrhythmic compound efsevin directly modulates voltage-dependent anion channel 2 by binding to its inner wall and enhancing mitochondrial CaBritish journal of pharmacology · 2020Article
- Catalytic Enantiodivergent Michael Addition by Subtle Adjustment of Achiral Amino Moiety of Dipeptide Phosphines.iScience · 2020Article
- Enantioselective synthesis ofChemical science · 2020Article
- Design, synthesis and application of a new type of bifunctionalChemical science · 2019Article
- Catalytic Asymmetric Staudinger-aza-Wittig Reaction for the Synthesis of Heterocyclic Amines.Journal of the American Chemical Society · 2019Article
- Chiral aminophosphines derived from hydroxyproline and their application in allene-imine [4 + 2] annulation.The Journal of antibiotics · 2019Article
- Access to P-chiral phosphine oxides by enantioselective allylic alkylation of bisphenols.Chemical science · 2019Article
- Metal-mediated synthesis of pyrrolines.RSC advances · 2019Review
- Discussion Addendum for: Phosphine-Catalyzed [3 + 2] Annulation: Synthesis of Ethyl 5-(Organic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals · 2019Article
- Organophosphine-Catalyzed [4C+X] Annulations.Molecules (Basel, Switzerland) · 2018Review
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
7 authors.
Funding
Abstract
We have prepared two new diastereoisomeric 2-aza-5-phosphabicyclo[2.2.1]heptanes from naturally occurring trans-4-hydroxy-L-proline in six chemical operations. These syntheses are concise and highly efficient, with straightforward purification. When we used these chiral phosphines as catalysts for reactions of γ-substituted allenoates with imines, we obtained enantiomerically enriched pyrrolines in good yields with excellent enantioselectivities. These two diastereoisomeric phosphines functioned as pseudoenantiomers, providing their chiral pyrrolines with opposite absolute configurations.
Indexed as
Identifiers
What OpenQuestion holds
Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.