ArticleJournal of the American Chemical Society2010
Chiral Brønsted acid-catalyzed allylboration of aldehydes.
Article in Journal of the American Chemical Society, 2010. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 40 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
40 citing papers in PubMed.
- Practical Ni-Catalyzed Synthesis of Allylic Boronates.ACS omega · 2026Article
- Article
- Catalytic Scalable Synthesis of Polyketides Enabled by Chiral Brønsted Acid-Catalyzed Asymmetric Allylborations.Chemical record (New York, N.Y.) · 2026Review
- Cyclopropylmethyl Boronic Esters as General Reagents in Transition-Metal Catalyzed Homoallylation Reactions.Journal of the American Chemical Society · 2025Article
- Stereo- and Enantioselective Syntheses of (Organic letters · 2025Article
- Highly Stereo- and Enantioselective Syntheses of δ-Alkyl-Substituted (Organic letters · 2025Article
- Catalytic Enantioselective C-C Coupling of Alcohols for Polyketide Total Synthesis beyond Chiral Auxiliaries and Premetalated Reagents.Chemical reviews · 2024Review
- Stereo- and Enantioselective Syntheses of 1,2-Oxaborinan-3-enes and δ-Boryl-Substituted Homoallylic Alcohols.Organic letters · 2024Article
- A Telescoped Continuous Flow Enantioselective Process for Accessing Intermediates of 1-Aryl-1,3-diols as Chiral Building Blocks.The Journal of organic chemistry · 2023Article
- Unusual Enantiodivergence in Chiral Brønsted Acid-Catalyzed Asymmetric Allylation with β-Alkenyl Allylic Boronates.Angewandte Chemie (International ed. in English) · 2022Article
- Total synthesis of nahuoic acid AChemical science · 2021Article
- Catalytic asymmetric transformations of racemic α-borylmethyl-(Chemical science · 2021Article
- Allenes and Dienes as Chiral Allylmetal Pronucleophiles in Catalytic Enantioselective C=X Addition: Historical Perspective and State-of-The-Art Survey.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Review
- Asymmetric Allylation Catalyzed by Chiral Phosphoric Acids: Stereoselective Synthesis of Tertiary Alcohols and a Reagent-Based Switch in Stereopreference.Advanced synthesis & catalysis · 2021Article
- Computational Studies of Chiral Hydroxyl Carboxylic Acids: The Allylboration of Aldehydes.The Journal of organic chemistry · 2020Article
- From Target-Oriented to Motif-Oriented: A Case Study on Nannocystin Total Synthesis.Molecules (Basel, Switzerland) · 2020Review
- Mechanistic Studies of the TRIP-Catalyzed Allylation with Organozinc Reagents.The Journal of organic chemistry · 2020Article
- A Catalytic Approach for Enantioselective Synthesis of Homoallylic Alcohols Bearing aJournal of the American Chemical Society · 2020Article
- Article
- Synergistic formal ring contraction for the enantioselective synthesis of spiropyrazolones.Chemical science · 2018Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
2 authors.
Funding
Abstract
The catalytic enantioselective allylation of aldehydes is a long-standing problem of considerable interest to the chemical community. We disclose a new high-yielding and highly enantioselective chiral Brønsted acid-catalyzed allylboration of aldehydes. The reaction is shown to be highly general, with a broad substrate scope that covers aryl, heteroaryl, alpha,beta-unsaturated, and aliphatic aldehydes. The reaction conditions are also shown to be effective for the catalytic enantioselective crotylation of aldehydes. We believe that the high reactivity of the allylboronate is due to protonation of the boronate oxygen by the chiral phosphoric acid catalyst.
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.