Palladium-catalysed fragmentary esterification-induced allylic alkylation of allyl carbonates and cyclic vinylogous anhydrides
An unprecedented palladium-catalysed fragmentary esterification-induced allylic alkylation (FEAA) of cyclic vinylogous anhydrides (CVAs) and allyl carbonates has been disclosed. The protocol features broad sp3-rich scaffold tolerance, rendering highly functionalized 1,6 and 1,7-dicarbonyls in up to high yields and diastereoselectivities. Three-component FEAA is also well tolerant to generate 1,6-dicarbonyls through the addition of extra O/N-nucleophiles. Furthermore, cyclic allyl carbonate-involved FEAA provides an efficient approach for the synthesis of structurally complex medium-sized rings.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2024 |
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| Erschienen: |
2024 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:60 |
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| Enthalten in: |
Chemical communications (Cambridge, England) - 60(2024), 11 vom: 01. Feb., Seite 1416-1419 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Wu, Shu-Yi [VerfasserIn] |
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| Links: |
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| Anmerkungen: |
Date Revised 01.02.2024 published: Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1039/d3cc05758e |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM366949837 |
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| 245 | 1 | 0 | |a Palladium-catalysed fragmentary esterification-induced allylic alkylation of allyl carbonates and cyclic vinylogous anhydrides |
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| 500 | |a Citation Status PubMed-not-MEDLINE | ||
| 520 | |a An unprecedented palladium-catalysed fragmentary esterification-induced allylic alkylation (FEAA) of cyclic vinylogous anhydrides (CVAs) and allyl carbonates has been disclosed. The protocol features broad sp3-rich scaffold tolerance, rendering highly functionalized 1,6 and 1,7-dicarbonyls in up to high yields and diastereoselectivities. Three-component FEAA is also well tolerant to generate 1,6-dicarbonyls through the addition of extra O/N-nucleophiles. Furthermore, cyclic allyl carbonate-involved FEAA provides an efficient approach for the synthesis of structurally complex medium-sized rings | ||
| 650 | 4 | |a Journal Article | |
| 700 | 1 | |a Li, Yang |e verfasserin |4 aut | |
| 700 | 1 | |a Shen, Peng |e verfasserin |4 aut | |
| 700 | 1 | |a Yang, Xin-Han |e verfasserin |4 aut | |
| 700 | 1 | |a Ran, Guang-Yao |e verfasserin |4 aut | |
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