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Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 6
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Original Articles

LIC-KOR-PROMOTED ACCESS TO A TETRAHYDROINDANONE PRECURSOR

Paolo Balma Tivola Dipartimento di Chimica Generale ed Organica Applicata dell’Università, C.so M. D’Azeglio,48, Torino, I 10125, Italy
,
Annamaria Deagostino Dipartimento di Chimica Generale ed Organica Applicata dell’Università, C.so M. D’Azeglio,48, Torino, I 10125, Italy
,
Cristina Prandi Dipartimento di Chimica Generale ed Organica Applicata dell’Università, C.so M. D’Azeglio,48, Torino, I 10125, Italy
&
Paolo Venturello Dipartimento di Chimica Generale ed Organica Applicata dell’Università, C.so M. D’Azeglio,48, Torino, I 10125, ItalyCorrespondence[email protected]
Pages 953-960 | Published online: 09 Nov 2006
 
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Abstract

The trans-fused tetrahydroindanone ring system 6 can be synthesized by intramolecular Diels–Alder cycloaddition of activated triene 5. The preparation of this intermediate is readily promoted by the LIC-KOR-promoted metalation of crotonaldehyde dimethyl acetal.

ACKNOWLEDGMENTS

One of us (PV) warmly thanks Dr. J. Maddaluno (Université de Rouen/IRCOF) for helpful discussion and suggestions. We also thank Prof. M. Mella (Dipartimento di Chimica Organica, Università di Pavia) for her expertise with NMR spectra. This work was supported by a grant from Italian MURST.

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