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Torquoselective olefination of carbonyl compounds with ynolates: highly efficient stereoselective synthesis of tetrasubstituted alkenes.

  作者 Shindo, Mitsuru;Mori, Seiji;  
  选自 期刊  SYNLETT;  卷期  2008年-15;  页码  2231-2243  
  关联知识点  
 

[摘要]A review. The torquoselectivity-controlled olefination of carbonyl compds. with ynolates affording tetrasubstituted alkenes is described. The E/Z selectivity is detd. in the step consisting of electrocyclic ring opening of the b-lactone enolates (oxetenes) derived from cycloaddn. of ynolates with carbonyl compds. Theor. calcns. revealed that several secondary orbital interactions are crit. for the high torquoselectivity. This methodol. is a novel olefination for constructing multisubstituted olefins.

 
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