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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

1 and 2,*
Received: 23 June 2001 / Revised: 13 November 2002 / Accepted: 13 November 2002 / Published: 30 November 2002
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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 7; 8-benzocyclooctenedione; acyloin reaction; conrotatory electrocyclic ring opening; fragmentation of bicyclo[ 4.2.0 ]octane systems; eight-membered rings
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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.

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