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Diarylprolinol Derivatives in Organocatalysis From Another Point of View: Structural Aspects

[ Vol. 15 , Issue. 13 ]

Author(s):

Eugenia Marques-Lopez and Raquel P. Herrera   Pages 2311 - 2327 ( 17 )

Abstract:


The synthesis of complex active molecules has afforded the search for new methods and new processes in organic synthesis. In this context, organic metal free catalysis has appeared as a powerful tool being complementary to metal catalysis in the field of asymmetric synthesis. The success of this methodology has been increasing in the last decade and the research for new organocatalytic systems as well as new applications has attracted the interest of many research groups. Among all organocatalysts, diarylprolinol derivatives have emerged as powerful scaffolds for asymmetric catalysis, proof of that is the huge number of publications reported using this kind of structure as catalysts. However, only in a few cases, different aspects of the catalysts structures and additional additives have been largely studied and a plausible explanation has been given. In this sense, this review treats to illustrate these important and scarce examples and to give a very general vision relating to the application of diarylprolinol derivatives in organocatalytic transformations from another point of view: structural aspects. The influence of catalyst structure, electronic effects, and the use of additives will be the aim of discussion and comment in this work.

Keywords:

Catalysis, organocatalysis, α,α-diaryl-2-pyrrolidinemethanol, α,α-diarylprolinol silyl ether, mechanism, additive, organocatalyst, metal-based catalysis, asymmetric organocatalysis, MacMillan's imidazolidinones, functionalization, Chiral secondary amines, asymmetric epoxidation of, enones, bifunctional organocatalyst

Affiliation:

Departamento de Quimica Organica. Instituto de Sintesis Quimica y Catalisis Homogenea. Universidad de Zaragoza-CSIC. 50009, Zaragoza, Spain.



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