P(NMe 2 ) 3 ‐Mediated Reductive (1+4) Annulation Reaction of α ‐Keto Esters with Nitroalkenes: A Facile Synthesis of Polysubstituted Isoxazoline N ‐Oxides

2021 ◽  
Vol 6 (17) ◽  
pp. 4400-4403
Author(s):  
Yiyi Liu ◽  
Kanghui Lu ◽  
Tao Wan ◽  
Jiaqiang Wei ◽  
Junjie Wu ◽  
...  
Keyword(s):  
2012 ◽  
Vol 90 (5) ◽  
pp. 450-463 ◽  
Author(s):  
David I. Magee ◽  
Same Ratshonka ◽  
Jessica McConaghy ◽  
Maggie Hood

The synthesis of a large number of β- and β,β-substituted keto esters was successful by the use of the Knoevenagel condensation reaction. The stereoselectivity of these reactions was improved by alteration of various substituent groups. Although there were few examples of complete Z selectivity, the use of tert-butyl acetoacetate with either aromatic or aliphatic aldehydes afforded Z selectivity. The selective reductions of these substituted keto esters was successfully achieved by using a combination of NaBH4 and CeCl3·7H2O or Yb(OTf)3, which allowed a facile synthesis of a large number of stereochemically pure substituted Morita–Baylis–Hillman adducts, including β,β-substituted adducts.


ChemInform ◽  
2007 ◽  
Vol 38 (3) ◽  
Author(s):  
Zhenqiu Guo ◽  
Haoxi Huang ◽  
Qingquan Fu ◽  
Wenhao Hu
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Synlett ◽  
1997 ◽  
Vol 1997 (Sup. I) ◽  
pp. 475-476 ◽  
Author(s):  
Sunggak Kim ◽  
Joo-Yong Yoon ◽  
Ill Lee

ChemInform ◽  
2009 ◽  
Vol 40 (4) ◽  
Author(s):  
Rukundo Ntaganda ◽  
Tamara Milovic ◽  
Jorge Tiburcio ◽  
Avinash N. Thadani

ChemInform ◽  
2010 ◽  
Vol 30 (49) ◽  
pp. no-no
Author(s):  
Baoqing Li ◽  
Richard W. Franck
Keyword(s):  

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