Synlett 1998; 1998(12): 1372-1374
DOI: 10.1055/s-1998-1962
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.

Synthesis of C-seco Limonoid Model Insect Antifeedants Related to Ochinolide

A. Fernández Mateos* , E. Martín de la Nava, G. Pascual Coca, A. Ramos Silvo, R. Rubio Gonzàlez
  • *Departamento de Química Orgánica. Facultad de C. Químicas. Universidad de Salamanca. Salamanca. Spain; E-mail: afmateos@gugu.usal.es
Further Information

Publication History

Publication Date:
31 December 2000 (online)

A short and selective synthesis of C-seco limonoid model insect antifeedant related to ochinolide was accomplished in seven steps from α-cyclocitral. The key steps are the electrocyclization of a β-acyl divinyl ketone induced by perchloric acid, and a selective retroclaisen reaction. A rare example of atropisomerism was found in the trisubstituted cyclopentenone 6 key intermediate.