ArticleAngewandte Chemie (International ed. in English)2019
Stereoinversion of Unactivated Alcohols by Tethered Sulfonamides.
Article in Angewandte Chemie (International ed. in English), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.
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Who cites it
19 citing papers in PubMed.
- Recent Advances in Intramolecular C─N Bond Formation for Pyrrolidine Synthesis.ChemistryOpen · 2026Review
- The catalytic enantioselective [1,2]-Wittig rearrangement cascade of allylic ethers.Nature chemistry · 2026Article
- Low-valent cobalt catalyzed direct dehydroxylative cross-coupling of benzyl alcohols with aryl-chlorides.Chemical science · 2026Article
- Formally Stereoretentive SJournal of the American Chemical Society · 2025Article
- Deoxyfluorination of 1°, 2°, and 3° Alcohols by Nonbasic O-H Activation and Lewis Acid-Catalyzed Fluoride Shuttling.Journal of the American Chemical Society · 2023Article
- Highly Diastereoselective Preparation of Tertiary Alkyl Isonitriles by Stereoinvertive Nucleophilic Substitution at a Nonclassical Carbocation.Organic letters · 2023Article
- Iron Trichloride-Mediated Cascade Reaction of Aminosugar Derivatives for the Synthesis of Fused Tetrahydroisoquinoline-Tetrahydrofuran Systems.ACS omega · 2022Article
- Photoredox-catalyzed C-C bond cleavage of cyclopropanes for the formation of C(spNature communications · 2022Article
- Stereoinvertive Nucleophilic Substitution at Quaternary Carbon Stereocenters of Cyclopropyl Ketones and Ethers.Angewandte Chemie (International ed. in English) · 2022Article
- Benzyl thioether formation merging copper catalysis.RSC advances · 2021Article
- Hydrogen-bond donor and acceptor cooperative catalysis strategy for cyclic dehydration of diols to access O-heterocycles.Science advances · 2021Article
- Interrupting the Barton-McCombie Reaction: Aqueous Deoxygenative Trifluoromethylation ofOrganic letters · 2021Article
- Article
- Recent Advances in Asymmetric Iron Catalysis.Molecules (Basel, Switzerland) · 2020Review
- Stereospecific nucleophilic substitution at tertiary and quaternary stereocentres.Chemical science · 2020Review
- Palladium-catalyzed synthesis of β-hydroxy compoundsChemical science · 2020Article
- Synthesis of Tetrahydroisoquinolines Through an Iron-Catalyzed Cascade: Tandem Alcohol Substitution and Hydroamination.Organic letters · 2019Article
- Intramolecular substitutions of secondary and tertiary alcohols with chirality transfer by an iron(III) catalyst.Nature communications · 2019Article
- Iron-Catalyzed Hydroamination and Hydroetherification of Unactivated Alkenes.Organic letters · 2019Article
Corrections and comments
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Authors and funding
6 authors.
Funding
Abstract
The direct, catalytic substitution of unactivated alcohols remains an undeveloped area of organic synthesis. Moreover, catalytic activation of this difficult electrophile with predictable stereo-outcomes presents an even more formidable challenge. Described herein is a simple iron-based catalyst system which provides the mild, direct conversion of secondary and tertiary alcohols to sulfonamides. Starting from enantioenriched alcohols, the intramolecular variant proceeds with stereoinversion to produce enantioenriched 2- and 2,2-subsituted pyrrolidines and indolines, without prior derivatization of the alcohol or solvolytic conditions.
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