Synthesis

Synthesis of s-indacene derivatives by double robinson-type cyclopentene annulation

Y Zhang, J Christoffers

Index: Zhang, Yawei; Christoffers, Jens Synthesis, 2007 , # 19 p. 3061 - 3067

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Abstract

Abstract Michael reactions of 2, 5-dioxocyclohexane-1, 4-dicarboxylates with methyl vinyl ketone yield bis-adducts that can be further cyclized in a Robinson-type annulation to give s- indacene derivatives as single diastereomers. The carboxylate functions of this scaffold can be deprotected and subsequently decarboxylated to yield tricyclic products with a central aromatic ring.