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METHYL INSERTION REACTIONS OF TETRAHYDROPYRANS HAVING A C1 '-MESYLOXY GROUP ON THE C2-SIDE CHAIN WITH TRIMETHYLALUMINUM

  作者 NAKAMURA KEIGO; KIMISHIMA ATSUSHI; NAKATA TADASHI  
  选自 期刊  Heterocycles;  卷期  2010年80-2;  页码  805-810  
  关联知识点  
 

[摘要]Methyl insertion reactions of tetrahydropyrans having a C1'-mesyloxy group on the C2-side chain, mediated by trimethylaluminum, were investigated. Removal of the mesyloxy group, 1,2-hydride shift and/or ring-expansion, and methyl insertion took place concertedly, depending on the stereostructure of the substrate, to give 2-methylated tetrahydropyran and/or 2- or 3-methylated oxepane.

 
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