A New Asymmetric Synthesis of trans-Hydroisoquinolones

A New Asymmetric Synthesis of trans-Hydroisoquinolones

A convenient enantioselective synthesis of trans-hydroisoquinolones is described. This synthesis capitalizes on the ready availability of enantioenriched 2-substituted cyclohexenols by exploiting the asymmetry of an allylic carbon−oxygen σ bond to control carbon−carbon bond formation in pinacol-term...

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Veröffentlicht in:Organic letters 2001-04, Vol.3 (8), p.1229-1232
Hauptverfasser: Kamatani, Asayuki, Overman, Larry E
Format: Artikel
Sprache:eng
Schlagworte:
Carbon - chemistry
Cations
Cyclohexanols - chemistry
Models, Chemical
Oxygen - chemistry
Quinolones - chemical synthesis
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Zusammenfassung:A convenient enantioselective synthesis of trans-hydroisoquinolones is described. This synthesis capitalizes on the ready availability of enantioenriched 2-substituted cyclohexenols by exploiting the asymmetry of an allylic carbon−oxygen σ bond to control carbon−carbon bond formation in pinacol-terminated cyclizations of N-acyliminium cations.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol015696v