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Diastereoselective cyclopropanation of electron-deficient alkenes via metal glycal carbenes.

  作者 Otto, Frank;Doetz, Karl Heinz;  
  选自 期刊  Synthesis;  卷期  2008年-14;  页码  2183-2190  
  关联知识点  
 

[摘要]Silyl- and isopropylidene-O-protected chromium glucal and galactal carbenes have been synthesized from their glycal precursors according to the Fischer route. NMR studies indicate a preferred 5H4 or 4H5 conformation, depending on the nature of the protective group and the configuration at C-4. The complexes with glycal carbenes have been applied to the diastereoselective cyclopropanation of Me crotonate and g-crotonolactone.

 
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