Tetrahedron Letters

An efficient cobalt catalyst for the neutral Diels–Alder reaction of acyclic 1, 3-dienes with internal alkynes

G Hilt, TJ Korn

Index: Hilt, Gerhard; Korn, Tobias J. Tetrahedron Letters, 2001 , vol. 42, # 15 p. 2783 - 2785

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Citation Number: 28

Abstract

The efficiently cobalt (I)-catalysed neutral Diels–Alder type reactions of internal alkynes with substituted 1, 3-dienes is described. The regiochemistry for the dihydroaromatic products of reactions of isoprene with unsymmetrical reaction partners (2-alkynes and 1-trimethylsilyl-1- hexyne) is investigated. The dihydroaromatic reaction products are easily oxidised electrochemically to the corresponding functionalised durene and isodurene derivatives.