A new asymmetric synthesis of trans-hydroisoquinolones.
[reaction: see text]. 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 sigma bond to control carbon-carbon bond formation in pinacol-terminated cyclizations of N-acyliminium cations.
Kamatani
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Department of Chemistry, 516 Rowland Hall, University of California, Irvine, California 92697-2025, USA.
Overman
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D002244:Carbon / Q000737:chemistry; D002412:Cations; D003511:Cyclohexanols / Q000737:chemistry; D008956:Models, Chemical; D010100:Oxygen / Q000737:chemistry; D015363:Quinolones / Q000138:chemical synthesis*
D002412:Cations; D003511:Cyclohexanols; D015363:Quinolones; D002244:Carbon; D010100:Oxygen