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An improved cobalt catalyst for homo Diels–Alder reactions of acyclic 1,3-dienes with alkynes

✍ Scribed by Gerhard Hilt; François-Xavier du Mesnil

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
121 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

An ecient cobalt(I)-catalysed homo Diels±Alder reaction of acyclic 1,3-dienes and acetylene derivatives is described. The catalyst system consists of a mixture of a readily available CoBr 2 (dppe) complex, zinc iodide as a cocatalyst, and tetrabutylammonium borohydride as reducing agent. This system increases the reactivity of the cobalt(I) catalyst, so that acyclic dienes and acetylenes can be transformed to the 1,4-dihydroaromatic products in good yield and excellent purity. The regioselectivity of the homo Diels± Alder reaction greatly favours the 1,4-substitution pattern of the formed product.

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