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SmI2-Mediated Reductive Cross-Coupling Reactions of alpha-Cyclopropyl Nitrones

  作者 BURCHAK OLGA N; MASSON GERALDINE; PY SANDRINE  
  选自 期刊  SYNLETT;  卷期  2010年-11;  页码  1623-1626  
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[摘要]Three new alpha-cyclopropyl nitrones have been synthesized as mechanistic probes for reductive cross-coupling reactions of nitrones. The alpha-cyclopropylcarbinyl radical intermediate formed by single electron transfer from SmI2 to these nitrones is not prone to ring opening, due to a unique stabilization by the vicinal N-O-Sm system. Consequently, beta-cyclopropyl hydroxylamines could be prepared in high yield from alpha-cyclopropyl nitrones.

 
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