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Cooperative Guanidinium/Proline Organocatalytic Systems

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Guanidines as Reagents and Catalysts II

Part of the book series: Topics in Heterocyclic Chemistry ((TOPICS,volume 51))

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Abstract

Organocatalysis is nowadays recognized as the third pillar of asymmetric synthesis, standing next to metal catalysis and enzymatic transformations. Proline has shown up as an ideal organocatalyst, being inexpensive and readily available. However, this amino acid has also manifested its limitations. Compared to the chemical modification of proline, the approach through adding small hydrogen-bond-donating cocatalysts to interact with proline is particularly attractive. Various additives have been investigated to date. This chapter discloses the use of guanidinium salts as additives for proline, investigated in the course of proline-catalyzed aldol reactions.

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Notes

  1. 1.

    5g, 36 € (Sigma–Aldrich catalogue; April 2015).

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Authors and Affiliations

  1. Departamento de Química Orgánica e Inorgánica, Universidad de Oviedo, C/Julián Clavería 8, 33006, Oviedo, Spain

    Carmen Concellón & Vicente del Amo

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  1. Carmen Concellón
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  2. Vicente del Amo
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Correspondence to Carmen Concellón or Vicente del Amo .

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Editors and Affiliations

  1. Patheon Inc. , Linz, Austria

    Philipp Selig

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Concellón, C., del Amo, V. (2015). Cooperative Guanidinium/Proline Organocatalytic Systems. In: Selig, P. (eds) Guanidines as Reagents and Catalysts II. Topics in Heterocyclic Chemistry, vol 51. Springer, Cham. https://doi.org/10.1007/7081_2015_158

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