Enantioselective Synthesis of Functionalized Cyclopentenone and Alkylidenecyclopentane Derivatives from an Acyclic Bisallylic Diol Framework

Seiki Saito; Tetsuya Hara; Kazuhito Naka; Tetsushi Hayashi; Toshio Moriwake

doi:10.1055/s-1992-21328

Synlett 1992; 1992(3): 241-242
DOI: 10.1055/s-1992-21328

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.

Enantioselective Synthesis of Functionalized Cyclopentenone and Alkylidenecyclopentane Derivatives from an Acyclic Bisallylic Diol Framework

Seiki Saito^* , Tetsuya Hara, Kazuhito Naka, Tetsushi Hayashi, Toshio Moriwake

^*Department of Applied Chemistry, Faculty of Engineering, Okayama University, 3-1-1 Tsushima-naka, Okayama 700, Japan

Abstract

PDF Download All articles of this category

Tandem double Michael and electrophilic enolate trapping processes executed with diethyl (R,R)-4,5-bis(tert-butyldimethylsiloxy-2,6-octadienedioate [(R,R)-1] exclusively afforded cyclized product 3 in high yield. Optically pure highly functionalized cyclopentane 4 and 2-cyclopenten-1-one 5 derivatives have been prepared therefrom.

PDF (164 kb)