Tetrahedron letters

A convenient method for the synthesis of Δ 1, 6-bicyclo [4. n. 0] alken-2-ones

N Watanabe, K Tanino, I Kuwajima

Index: Watanabe, Norihiko; Tanino, Keiji; Kuwajima, Isao Tetrahedron Letters, 1999 , vol. 40, # 46 p. 8133 - 8136

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Citation Number: 7

Abstract

A convenient annulation method for the synthesis of bicyclic enones from cycloalkanones was developed. In the presence of a Pd (0) catalyst, enol triflates derived from ethyl 2- oxocycloalkanecarboxylates were treated with 3-(ethoxycarbonyl) propylzinc iodide to afford the corresponding diesters via a cross-coupling reaction. The diesters were easily transformed into Δ1, 6-bicyclo [4. n. 0] alken-2-ones through Dieckmann condensation ...