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Palladium-Catalyzed Regioselective Cyclopropanating Allenylation of (2,3-Butadienyl)malonates with Propargylic Carbonates and Their Application to Synthesize Cyclopentenones.

  作者 Shu, Wei;Jia, Guochen;Ma, Shengming;  
  选自 期刊  Organic Letters;  卷期  2009年11-1;  页码  117-120  
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[摘要]An efficient and highly regioselective route to synthesize polysubstituted 1,3,4-alkatrien-2-yl cyclopropane derivs., e.g., I, via Pd(0)-catalyzed highly regioselective coupling cyclization of (2,3-butadienyl)malonates, e.g., II, or bis(phenylsulfonyl)methane with propargylic carbonates was reported. The reaction proceeded smoothly under neutral conditions to afford the products in 73-96% yields. The products may be efficiently converted to cyclopentenone derivs., e.g., III, via a catalytic Pauson-Khand reaction under ambient conditions.

 
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