个性化文献订阅>期刊> SYNLETT
 

Stereocontrol Strategies in the Asymmetric Bioreduction of Alkenes

  作者 OBERDORFER GUSTAV; GRUBER KARL; FABER KURT; HALL MELANIE  
  选自 期刊  SYNLETT;  卷期  2012年-13;  页码  1857-1864  
  关联知识点  
 

[摘要]The asymmetric bioreduction of prochiral conjugated alkenes using ene-reductases allows powerful strategies to access both enantiomers of the product with high stereoselectivity. This may be achieved (i) by using pairs of (iso)enzymes, which bind the alkene moiety in mirror-image orientations to affect hydride attack from opposite sides, (ii) via a switch in the (E/Z)-geometry of the alkene unit, or (iii) by changing the size of the protective groups of the substrate, which enforces a flipped orientation in the active site. Modeling studies provide a rationale for the molecular basis of substrate binding and allow the prediction of the stereochemical outcome of this useful bioreduction. 1 Introduction 2 Enzyme-Based Stereocontrol: 'Enantiomeric' Ene-reductases 3 Substrate-Based Stereocontrol: Flipping Substrates 3.1 Stereocontrol via (E/Z)-Configuration of Substrate 3.2 Stereocontrol via Substituent Effects 4 Modeling of Substrate Complexes 5 Conclusions

 
      被申请数(0)  
 

[全文传递流程]

一般上传文献全文的时限在1个工作日内