Diastereoselective Synthesis of CF3‑Substituted Spiroisochromans by [1,5]-Hydride Shift/Cyclization/Intramolecular Friedel–Crafts Reaction Sequence

Diastereoselective Synthesis of CF3‑Substituted Spiroisochromans by [1,5]-Hydride Shift/Cyclization/Intramolecular Friedel–Crafts Reaction Sequence

Developed herein is a diastereoselective synthesis of CF3-substituted spiroisochromans via C­(sp3)–H bond functionalization involving sequential transformations ([1,5]-hydride shift/cyclization/elimination of MeOH/intramolecular Friedel–Crafts reaction).

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Veröffentlicht in:Organic letters 2019-04, Vol.21 (7), p.2383-2387
Hauptverfasser: Tamura, Risa, Kitamura, Eriko, Tsutsumi, Ryosuke, Yamanaka, Masahiro, Akiyama, Takahiko, Mori, Keiji
Format: Artikel
Sprache:eng
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Zusammenfassung:Developed herein is a diastereoselective synthesis of CF3-substituted spiroisochromans via C­(sp3)–H bond functionalization involving sequential transformations ([1,5]-hydride shift/cyclization/elimination of MeOH/intramolecular Friedel–Crafts reaction).
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b00668