Download PDF
Synlett 1998; 1998(6): 603-606
DOI: 10.1055/s-1998-1742
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.

Studies on the Stability of 1,7,9-Trioxadispiro[5.1.5.2]pentadecane System: The Common Tricyclic Acetal Moiety in Pinnatoxins

Jun Ishihara* , Tetsuya Sugimoto, Akio Murai
  • *Division of Chemistry, Graduate School of Science, Hokkaido University, Sapporo, 060-0810, Japan; Fax + 011-706-2714; E-mail: amurai@sci.hokudai.ac.jp
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

The stability of the common dispiroacetal moiety in pinnatoxins, the 1,7,9-trioxadispiro[5.1.5.2]pentadecane system, was investigated. The tricyclic keto acetal, of the natural form, was most favored among the possible isomers, however, its methylated form was not so preferential to be isomerized readily in the presence of acid. These stability results were supported by MM2 and AM1.

pinnatoxin - dispiroacetal - trioxadispiro[5.1.5.2]pentadecane