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Chiral Cyclobutanols and Cyclopentane Dimers via Samarium(II) Iodide Induced Keto-Olefin Cyclisations of Carbohydrate-Derived Unsaturated Ketones

  作者 WILLIAMS D BRADLEY G; CADDY JUDY; BLANN KEVIN; GROVE J J CRONJE; HOLZAPFEL CEDRIC W  
  选自 期刊  Synthesis;  卷期  2009年-12;  页码  2009-2014  
  关联知识点  
 

[摘要]Some pentose and hexose Sugars were converted into unsaturated ketone derivatives, which themselves served as substrates for 4-exo-trig radical cyclisation reactions mediated by Sml(2). Depending oil the order of addition of reagents, the keto-olefins Could also be made to undergo a surprising tandem 5-endo-trig cyclisation/dimerisation reaction to a cyclopentane dimer or a cyclobutane monomer.

 
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