Isolation and Characterization of Silyl Enol Ether Intermediates in the Synthesis of 5,6,9,10–Tetrahydro-7,8-benzocyclooctenedione

doi:10.3390/71100801

This article is

freely available
re-usable

Molecules 2002, 7(11), 801-805; doi:10.3390/71100801

Article

Isolation and Characterization of Silyl Enol Ether Intermediates in the Synthesis of 5,6,9,10–Tetrahydro-7,8-benzocyclooctenedione

Saeed Abolghassemi Fakhri¹ and Adeleh Moshtaghi Zenouz^2,*

¹ Molecular Spectroscopy Laboratory, Organic Chemistry Department, Faculty of Chemistry, Tabriz University, Tabriz – Iran ² Chemistry Department; Faculty of Science; Azarbaijan University of Tarbiat Moallem, Tabriz – Iran

* Author to whom correspondence should be addressed.

Received: 23 June 2001; in revised form: 13 November 2002 / Accepted: 13 November 2002 / Published: 30 November 2002

Download PDF Full-Text [34 KB, uploaded 3 October 2008 12:03 CEST]

Abstract: The 5,6,9,10-tetrahydro-7,8-benzocyclooctenedione 4 has been synthesized through fragmentation of a bicyclo[4.2.0]octane system using an acyloin reaction on the trans-2,3-dicarboethoxy-1,2,3,4-tetrahydronaphthalene 1 in the presence of trimethylchlorosilane (TMCS). The two intermediates of this reaction, bis(trimethylsiloxy) derivatives 2 and 3, have been isolated and characterized.

Keywords: 7; 8-benzocyclooctenedione; acyloin reaction; conrotatory electrocyclic ring opening; fragmentation of bicyclo[ 4.2.0 ]octane systems; eight-membered rings

Article Statistics

Click here to load and display the download statistics.

Cite This Article

MDPI and ACS Style

Fakhri, S.A.; Zenouz, A.M. Isolation and Characterization of Silyl Enol Ether Intermediates in the Synthesis of 5,6,9,10–Tetrahydro-7,8-benzocyclooctenedione. Molecules 2002, 7, 801-805.

AMA Style

Fakhri SA, Zenouz AM. Isolation and Characterization of Silyl Enol Ether Intermediates in the Synthesis of 5,6,9,10–Tetrahydro-7,8-benzocyclooctenedione. Molecules. 2002; 7(11):801-805.

Chicago/Turabian Style

Fakhri, Saeed A.; Zenouz, Adeleh M. 2002. "Isolation and Characterization of Silyl Enol Ether Intermediates in the Synthesis of 5,6,9,10–Tetrahydro-7,8-benzocyclooctenedione." Molecules 7, no. 11: 801-805.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert