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Issue 19, 2003
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Sulfoxide-directed thermal intramolecular [4 + 2] cycloadditions between 2-sulfinyl butadienes and unactivated alkynes

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Abstract

2-Sulfinyl butadienes tethered to unactivated alkynes undergo a facile thermal intramolecular Diels–Alder cycloaddition, often at room temperature, to produce cyclohexa-1,4-dienes with good selectivities, in high yields, and preserving the valuable vinyl sulfoxide functionality.

Graphical abstract: Sulfoxide-directed thermal intramolecular [4 + 2] cycloadditions between 2-sulfinyl butadienes and unactivated alkynes

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Article information


Submitted
01 Jul 2003
Accepted
05 Aug 2003
First published
28 Aug 2003

Chem. Commun., 2003, 2476-2477
Article type
Communication

Sulfoxide-directed thermal intramolecular [4 + 2] cycloadditions between 2-sulfinyl butadienes and unactivated alkynes

R. Fernández de la Pradilla, R. Baile and M. Tortosa, Chem. Commun., 2003, 2476
DOI: 10.1039/B307485D

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