Download PDF
Synlett 1994; 1994(5): 363-365
DOI: 10.1055/s-1994-22855
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.

Ring Enlargement of Dichloromethylcyclohexadienones via Polystyrene-Supported Organotin Hydride

Dirk P. Dygutsch* , Wilhelm P. Neumann, Markus Peterseim
  • *Department of Chemistry, University of Dortmund, D-44221 Dortmund, Germany
Further Information

Publication History

Publication Date:
22 March 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

The ring-enlargement of dichloromethylcyclohexadienonederivatives to tropone nuclei via organotin hydrides has been expanded and improved. It can be performed without contamination of the product with toxic tin by-products. The employed polymer-supported organotin hydride and its consecutive products can easily be separated from reaction mixtures by simple filtration. Examples of methyl- and benzotropones are given. The yield of the synthesis via polystyrene-supported organotin hydrides has been compared with those of the formation via tri-n-butyltin hydride (TBTH).

      >