Ruthenium porphyrin catalyzed tandem sulfonium/ammonium ylide formation and [2, 3]-sigmatropic rearrangement. A concise synthesis of (±)-platynecine

CY Zhou, WY Yu, PWH Chan…

文献索引：Zhou, Cong-Ying; Yu, Wing-Yiu; Chan, Philip Wai Hong; Che, Chi-Ming Journal of Organic Chemistry, 2004 , vol. 69, # 21 p. 7072 - 7082

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被引用次数: 59

摘要

meso-Tetrakis (p-tolyl) porphyrinatoruthenium (II) carbonyl,[RuII (TTP)(CO)], can effect intermolecular sulfonium and ammonium ylide formation by catalytic decomposition of diazo compounds such as ethyl diazoacetate (EDA) in the presence of allyl sulfides and amines. Exclusive formation of [2, 3]-sigmatropic rearrangement products (70-80% yields) was observed without [1, 2]-rearrangement products being detected. The Ru-catalyzed ...