Tetrahedron letters

Stereoselective synthesis of disubstituted 3 (2H)-furanones via catalytic intramolecular CH insertion reactions of α-diazo-β-keto esters including asymmetric induction

T Ye, MA McKervey, BD Brandes, MP Doyle

Index: Brandes, Bridget D. Tetrahedron Letters, 1994 , vol. 35, # 39 p. 7269 - 7272

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Citation Number: 36

Abstract

Abstract Rhodium (II) catalysed decomposition of γ-alkoxy-α-diazo-β-ketoesters produce cis- 2, 5-disubstituted-3 (2H)-furanones with high (> 97%) stereoselectivity. The combination of a chiral auxiliary in the ester moiety of the diazo precursor and a chiral catalyst can lead to