Diastereoselective access to chiral non‐racemic [1,3]oxazolo‐[2,3‐ a ]isoindol‐5‐one ring systems via O ‐cationic cyclization
Dedicated to Professor Jean Morel for his retirement The title compounds 4 have been prepared from suitable β‐amino‐ alcohol 2 and phthalic anhydride ( 5 ) in a three‐step sequence in moderate to good yields (58‐94%). The key step of this methodology is based on an intramolecular O ‐cationic cycliza...
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Veröffentlicht in: | Journal of heterocyclic chemistry 2002-03, Vol.39 (2), p.383-390 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | Dedicated to Professor Jean Morel for his retirement
The title compounds
4
have been prepared from suitable β‐amino‐ alcohol
2
and phthalic anhydride (
5
) in a three‐step sequence in moderate to good yields (58‐94%). The key step of this methodology is based on an intramolecular
O
‐cationic cyclization involving
N
‐acyliminium species. The high levels of the observed chemoselectivity during the intermolecular or intramolecular cyclization were also discussed. |
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ISSN: | 0022-152X 1943-5193 |
DOI: | 10.1002/jhet.5570390223 |