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- W2983253095 abstract "Tetracyclic 6H-naphtho[2,1-c]chromenes are expeditiously synthesized through a BF3·OEt2-mediated, three-step cascade reaction, creating new central pyran and aromatic rings. The cascade involves the addition of phenol-derived alkynyl substrates to BF3-activated aldehydes followed by alkyne-Prins cyclization, Friedel–Crafts reaction, and final elimination. Aliphatic and electron-deficient aromatic aldehydes afford the products in 50–74% isolated yields, but benzaldehyde and tolualdehyde resulted in lower yields. X-ray analysis of a p-bromophenyl derivative (5aA) shows the two aromatic moieties are twisted by 28° to create a helical backbone." @default.
- W2983253095 created "2019-11-22" @default.
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- W2983253095 date "2019-11-05" @default.
- W2983253095 modified "2023-09-24" @default.
- W2983253095 title "Mild, Modular, and Convergent Synthesis of Helical Naphtho[2,1-<i>c</i>]chromenes via a Multistep Cyclization/Aromatization Cascade Sequence" @default.
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- W2983253095 doi "https://doi.org/10.1021/acs.joc.9b02058" @default.
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