ChemInform Abstract: Iminium Ion Catalysis: The Enantioselective Friedel-Crafts Alkylation-Acetalization Cascade of Naphthols with α,β-Unsaturated Cyclic Ketones

ChemInform Abstract: Iminium Ion Catalysis: The Enantioselective Friedel-Crafts Alkylation-Acetalization Cascade of Naphthols with α,β-Unsaturated Cyclic Ketones

A combination of a cinchona alkaloid derived amine and 5‐nitrosalicylic acid is an efficient catalyst system for the enantioselective synthesis of polycyclic derivatives (III), (VII), (VIII), and (X) by a Friedel—Crafts alkylation—acetalization of naphtols (I) and (VI) with cyclohexenones and cycloh...

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Veröffentlicht in:ChemInform 2013-03, Vol.44 (12), p.no-no
Hauptverfasser: Paradisi, Enrico, Righi, Paolo, Mazzanti, Andrea, Ranieri, Silvia, Bencivenni, Giorgio
Format: Artikel
Sprache:eng
Schlagworte:
cycloaddition reactions
diastereoselective syntheses
diastereoselective syntheses, enantioselective syntheses (incl. cis/trans‐isomerism)
enantioselective syntheses (incl. cis/trans-isomerism)
multi-membered O
multi‐membered O,S‐heterocycles (O or S ring members)
naphthols
S-heterocycles (O or S ring members)
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Zusammenfassung:A combination of a cinchona alkaloid derived amine and 5‐nitrosalicylic acid is an efficient catalyst system for the enantioselective synthesis of polycyclic derivatives (III), (VII), (VIII), and (X) by a Friedel—Crafts alkylation—acetalization of naphtols (I) and (VI) with cyclohexenones and cycloheptenone.
ISSN:0931-7597
1522-2667
DOI:10.1002/chin.201312021