Tetrahedron letters

Annelation of aromatic oxo compounds

S Karady, JS Amato, RA Reamer, LM Weinstock

Index: Karady, Sandor; Amato, Joseph S.; Reamer, Robert A.; Weinstock, Leonard M. Tetrahedron Letters, 1996 , vol. 37, # 46 p. 8277 - 8280

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Citation Number: 29

Abstract

The silyl enol ether of α-diazoacetoacetate is used for the annelation of aromatic oxo compounds. The method involves condensation with the oxo compound in the presence of TiCl4 followed by rhodium octanoate-catalyzed ring closure to afford furan derivatives by direct carbene isertion and β-naphthol esters by a Wolff rearrangement pathway.

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