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3-METHYL-2,5-DIHYDRO-1-BENZOXEPINS AND 3-METHYL-2,5-DIHYDROOXEPINS

  作者 YAMAGUCHI SEIJI  
  选自 期刊  Heterocycles;  卷期  2009年79-1;  页码  243-263  
  关联知识点  
 

[摘要]Three preparative procedures of seven-membered O-heterocyclic 3-methyl-2,5-dihydro-1-benzoxepin derivatives are summarized. For the Z-selective formation of C=C double bond, the first approach used the Grubbs ring-closing methathesis, the second approach used the intramolecular Mitsunobu cyclization of corresponding Z-diols prepared using Stille coupling of the benzyl bromide with (Z)-vinylstannane, and the third approach used the revised synthesis of the Z-diols using Z-selective Ando-Horner-Emmons condensation and the following DIBAL-H reduction. Some naturally occurring 3-methyl-2,5-dihydro-1-benzoxepin derivatives were synthesized using these procedures. In these studies, some preparations of 3-methyl-2,5-dihydrooxepin derivatives were also developed.

 
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