Download PDF
Synlett 1995; 1995(1): 47-48
DOI: 10.1055/s-1995-4871
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

New Routes to Acyliminium Ion Precursors and a Synthesis of the Nuevamine Skeleton

Harry Heaney* , Khamis F. Shuhaibar
  • *Department of Chemistry, The University of Technology, Loughborough, Leicestershire, LE11 3TU
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

Reactions of benzylamine and β-arylethylamine derivatives with 3-hydroxyphthalide followed by treatment with thionyl chloride and methanol or with methyl 2-formylbenzoate followed by treatment with a catalytic quantity of sodium methoxide in methanol provide high yield routes to α-methoxyisoindolones which function as precursors to synthetically useful acyliminium ions.

Ring-chain tautomerism - Aminol lactone - α-Methoxyisoindolone - Acyliminium ion - isoindoloisoquinoline - β-Carboline - titanium tetrachloride - Pyrophosphoryl chloride

      >