Photoredox-catalyzed intramolecular cyclopropanation of alkenes with α-bromo-β-keto esters
A mild photoredox-catalyzed intramolecular cyclopropanation of alkenes with α-bromo-β-keto esters in an aqueous medium was developed. The sequential reaction process comprising the intramolecular radical addition of α-bromo-β-keto esters to olefins under photoredox catalysis, and subsequent cyclization to form cyclopropane proceeds in one-pot under exceptionally mild conditions at room temperature in the presence of 2,6-lutidine. A broad range of substrates consisting of various alkenes and both base- and acid-sensitive functionalized esters were feasible under the reaction conditions, resulting in a wide range of functionalized bicyclic cyclopropanes.
Medienart: |
E-Artikel |
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Erscheinungsjahr: |
2021 |
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Erschienen: |
2021 |
Enthalten in: |
Zur Gesamtaufnahme - volume:19 |
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Enthalten in: |
Organic & biomolecular chemistry - 19(2021), 42 vom: 03. Nov., Seite 9172-9176 |
Sprache: |
Englisch |
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Beteiligte Personen: |
Ide, Kohta [VerfasserIn] |
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Links: |
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Themen: |
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Anmerkungen: |
Date Completed 15.03.2022 Date Revised 15.03.2022 published: Electronic Citation Status PubMed-not-MEDLINE |
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doi: |
10.1039/d1ob01733k |
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funding: |
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Förderinstitution / Projekttitel: |
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PPN (Katalog-ID): |
NLM332048888 |
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520 | |a A mild photoredox-catalyzed intramolecular cyclopropanation of alkenes with α-bromo-β-keto esters in an aqueous medium was developed. The sequential reaction process comprising the intramolecular radical addition of α-bromo-β-keto esters to olefins under photoredox catalysis, and subsequent cyclization to form cyclopropane proceeds in one-pot under exceptionally mild conditions at room temperature in the presence of 2,6-lutidine. A broad range of substrates consisting of various alkenes and both base- and acid-sensitive functionalized esters were feasible under the reaction conditions, resulting in a wide range of functionalized bicyclic cyclopropanes | ||
650 | 4 | |a Journal Article | |
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700 | 1 | |a Tokuyama, Hidetoshi |e verfasserin |4 aut | |
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