Catalytic Asymmetric C-7 Friedel-Crafts Alkylation/N-Hemiacetalization of 4-Aminoindoles
A unique catalytic asymmetric C-7 Friedel-Crafts alkylation/N-hemiacetalization cascade reaction of 4-aminoindoles with β,γ-unsaturated α-keto esters has been described. Using a chiral magnesium H8-BINOL-derived bis(phosphate) complex as catalyst, the resulting functionalized 1,7-annulated indole scaffolds are obtained in high yields (up to 98%) and with good to excellent enantioselectivities (up to 99%) and diastereoselectivities (up to >20:1) under mild reaction conditions.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2021 |
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| Erschienen: |
2021 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:23 |
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| Enthalten in: |
Organic letters - 23(2021), 8 vom: 16. Apr., Seite 3010-3014 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
He, Hualing [VerfasserIn] |
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| Links: |
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| Themen: |
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| Anmerkungen: |
Date Revised 16.04.2021 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1021/acs.orglett.1c00699 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM323479723 |
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| 520 | |a A unique catalytic asymmetric C-7 Friedel-Crafts alkylation/N-hemiacetalization cascade reaction of 4-aminoindoles with β,γ-unsaturated α-keto esters has been described. Using a chiral magnesium H8-BINOL-derived bis(phosphate) complex as catalyst, the resulting functionalized 1,7-annulated indole scaffolds are obtained in high yields (up to 98%) and with good to excellent enantioselectivities (up to 99%) and diastereoselectivities (up to >20:1) under mild reaction conditions | ||
| 650 | 4 | |a Journal Article | |
| 700 | 1 | |a Cao, Yang |e verfasserin |4 aut | |
| 700 | 1 | |a Xu, Jun |e verfasserin |4 aut | |
| 700 | 1 | |a Antilla, Jon C |e verfasserin |4 aut | |
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