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Asymmetric Cyanation with the Chiral Ru-Li Combined Catalysts

  作者 OHKUMA TAKESHI; KURONO NOBUHITO  
  选自 期刊  SYNLETT;  卷期  2012年-13;  页码  1865-1881  
  关联知识点  
 

[摘要]The combined systems of phenylglycinate/BINAP/Ru(II) complex and Li compounds have been found to act as highly reactive and enantioselective catalysts for cyanosilylation and hydrocyanation of aldehydes, alpha-keto esters, alpha,beta-unsaturated ketones, and N-protected aldimines. In this account, we describe the concept of catalyst design, the catalytic efficiency of the novel combined systems in the asymmetric cyanation, and the proposed reaction pathway based on the spectral analysis data. 1 Introduction 2 Cyanosilylation of Aldehydes and Ketones Catalyzed by LiCl 3 Asymmetric Cyanosilylation of Aldehydes and alpha-Keto Esters 3.1 Design of Chiral Ru-Li Combined Catalyst Systems 3.2 Cyanosilylation of Aldehydes 3.3 Cyanosilylation of alpha-Keto Esters 4 Asymmetric Hydrocyanation of Aldehydes, alpha,beta-Unsaturated Ketones, and Aldimines 4.1 Hydrocyanation of Aldehydes 4.2 Conjugate Cyanation of alpha,beta-Unsaturated Ketones 4.3 Strecker-Type Reaction 5 Mechanistic Considerations for Cyanosilylation of Aldehydes and Ketones 5.1 Achiral Reaction Catalyzed by LiCl 5.2 Asymmetric Reaction with the Chiral Ru-Li Combined Catalyst 6 Conclusion

 
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