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A new approach to the asymmetric Mannich reaction catalyzed by chiral N,N'-dioxide-metal complexes
Xiangjin Lian1, Lili Lin1, Kai Fu1
1Key Laboratory of Green Chemistry & Technology , Ministry of Education , College of Chemistry , Sichuan University , Chengdu 610064 , P. R. China . Email: xmfeng@scu.edu.cn ; ; Tel: +86 28 85418249.
Abstract:
A highly efficient asymmetric Mannich-type reaction between α-tetralone-derived β-keto esters/amides and 1,3,5-triaryl-1,3,5-triazinanes was realized in the presence of chiral N,N'-dioxide-Ni(ii) or Mg(ii) complex. A variety of optically active β-amino compounds with all-carbon quaternary stereocenters were obtained in good yields with excellent enantioselectivities. A possible transition state was proposed based on these experiments and previous reports.
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