ArticleJournal of the American Chemical Society2018
Tandem Catalysis: Transforming Alcohols to Alkenes by Oxidative Dehydroxymethylation.
Article in Journal of the American Chemical Society, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- TiOPrecision chemistry · 2026Article
- Modular synthesis of trisubstituted olefins and 1,3-dienes from renewable alcohols via ligand-enabled nickel catalysis.Nature communications · 2026Article
- Molybdooxaziridine-Molybdodioxirane Tandem Catalysis: Synthesis of α-Nitrosulfones from Styrenes.The Journal of organic chemistry · 2026Article
- Dehomologative C-C Borylation of Aldehydes and Alcohols via a Rh-Catalyzed Dehydroformylation-Borylation Relay.Journal of the American Chemical Society · 2025Article
- Ligand-to-Metal Charge Transfer (LMCT) Catalysis: Harnessing Simple Cerium Catalysts for Selective Functionalization of Inert C-H and C-C Bonds.Accounts of chemical research · 2024Article
- Bioinspired desaturation of alcohols enabled by photoredox proton-coupled electron transfer and cobalt dual catalysis.Nature communications · 2022Article
- Visible-light-induced transition metal and photosensitizer free decarbonylative addition of amino-arylaldehydes to ketones.Chemical science · 2022Article
- Olefination via Cu-Mediated Dehydroacylation of Unstrained Ketones.Journal of the American Chemical Society · 2021Article
- Teaching Aldehydes New Tricks Using Rhodium- and Cobalt-Hydride Catalysis.Accounts of chemical research · 2021Review
- Tandem catalyzing the hydrodeoxygenation of 5-hydroxymethylfurfural over a NiChemical science · 2021Article
- Chemoselective Alpha-Deuteration of Amides via Retro-ene Reaction.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
- Transition Metal-Mediated C-C Single Bond Cleavage: Making the Cut in Total Synthesis.Angewandte Chemie (International ed. in English) · 2020Review
- Ligand-Promoted Iridium-Catalyzed Transfer Hydrogenation of Terminal Alkynes with Ethanol and Its Application.ACS omega · 2019Article
- Conversion of Medium-Sized Lactams to α-Vinyl or α-Acetylenyl Azacycles viaMolecules (Basel, Switzerland) · 2018Article
Corrections and comments
- Erratum issued
Authors and funding
4 authors.
Funding
Abstract
We report a Rh-catalyst for accessing olefins from primary alcohols by a C-C bond cleavage that results in dehomologation. This functional group interconversion proceeds by an oxidation-dehydroformylation enabled by N, N-dimethylacrylamide as a sacrificial acceptor of hydrogen gas. Alcohols with diverse functionality and structure undergo oxidative dehydroxymethylation to access the corresponding olefins. Our catalyst protocol enables a two-step semisynthesis of (+)-yohimbenone and dehomologation of feedstock olefins.
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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.