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Investigation of an Acrylate Lynchpin Approach toward the Synthesis of Stolonidiol

  作者 BARTON THOMAS; SIEGEL DIONICIO  
  选自 期刊  Synthesis;  卷期  2012年44-17;  页码  2770-2778  
  关联知识点  
 

[摘要]An acrylate lynchpin approach toward the synthesis of stolonidiol has been investigated. To access the key macrocyclization precursor we adapted the silylcupration reaction of alkynes, facilitating attack of the intermediate vinylcuprate on a trisubstituted epoxide. With all of the required carbons of stolonidiol in place, macrocyclization reactions to provide the 11-membered ring were attempted using either a nickel-mediated cyclization of a bromo aldehyde, intercepting methyl acrylate, or an intramolecular Baylis-Hillman cyclization.

 
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