Organic letters

Ruthenium (II) Porphyrin Catalyzed Formation of (Z)-4-Alkyloxycarbonyl-methylidene-1, 3-dioxolanes from γ-Alkoxy-α-diazo-β-ketoesters

SL Zheng, WY Yu, CM Che

Index: Zheng, Shi-Long; Yu, Wing-Yiu; Che, Chi-Ming Organic Letters, 2002 , vol. 4, # 6 p. 889 - 892

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Citation Number: 27

Abstract

Ruthenum (II) porphyrins and dirhodium (II) acetate catalyze cyclization of γ-alkoxy-α-diazo- β-ketoesters to (Z)-4-(alkyloxycarbonylmethylidene)-1, 3-dioxolanes selectively (ca. 68% yield) with no formation of 3 (2H)-furanones. Reacting a diazo ketoester with [RuII (TTP)(CO)][H2TTP= meso-tetrakis (p-tolyl) porphyrin] in toluene afforded a ruthenium carbenoid complex, which has been isolated and spectroscopically characterized. A ...