N-Heterocyclic carbene catalyzed asymmetric [3 + 3] cycloaddtion of β,β-disubstituted, α,β-unsaturated carboxylic esters with 3-aminobenzofurans
An N-heterocyclic carbene (NHC) catalyzed formal [3 + 3] cycloaddition reaction of β,β-disubstituted, α,β-unsaturated carboxylic esters with 3-aminobenzofurans is doucumented, furnishing benzofuran fused δ-lactams bearing an all-carbon quaternary stereocenter with moderate to excellent yields and ex...
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Veröffentlicht in: | Organic Chemistry Frontiers 2021-04, Vol.8 (7), p.1569-1574 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | An N-heterocyclic carbene (NHC) catalyzed formal [3 + 3] cycloaddition reaction of β,β-disubstituted, α,β-unsaturated carboxylic esters with 3-aminobenzofurans is doucumented, furnishing benzofuran fused δ-lactams bearing an all-carbon quaternary stereocenter with moderate to excellent yields and excellent enantioselectivies. Further gram-scale preparation and synthetic transformation of the cycloadducts demonstrate good practicality and applicability of this β-carbon functionalization reaction. |
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ISSN: | 2052-4129 2052-4110 2052-4129 2052-4110 |
DOI: | 10.1039/D0QO01489C |