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Regio- and Enantioselective Synthesis of Pyrrolidines Bearing a Quaternary Center by Palladium-Catalyzed Asymmetric [3 + 2] Cycloaddition of Trimethylenemethanes
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  • 作者:Barry M. Trost ; Tom M. Lam ; Melissa A. Herbage
  • 刊名:The Journal of the American Chemical Society
  • 出版年:2013
  • 出版时间:February 20, 2013
  • 年:2013
  • 卷:135
  • 期:7
  • 页码:2459-2461
  • 全文大小:267K
  • 年卷期:v.135,no.7(February 20, 2013)
  • ISSN:1520-5126
文摘
Herein we describe the first use of disubstituted donors in the palladium-catalyzed trimethylenemethane (TMM) cycloaddition resulting in an enantioselective synthesis of highly substituted pyrrolidines. These cyanoalkyl donors 1 form all-carbon quaternary centers in a catalytic, asymmetric, and intermolecular manner uniquely using diamidophosphite ligands L2 and L3, generating synthetically important chiral building blocks in good yields and selectivities.

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