Asymmetric Dual Enamine Catalysis/Hydrogen Bonding Activation

Reyes, Efraím; Prieto, Liher; Uria, Uxue; Carrillo, Luisa; Vicario, Jose L.

doi:10.3390/catal13071091

Open AccessFeature PaperReview

Asymmetric Dual Enamine Catalysis/Hydrogen Bonding Activation

by

Efraím Reyes

^*

,

Liher Prieto

,

Uxue Uria

,

Luisa Carrillo

and

Jose L. Vicario

^*

Department of Organic and Inorganic Chemistry, University of the Basque Country (UPV/EHU), P.O. Box 644, 48080 Bilbao, Spain

^*

Authors to whom correspondence should be addressed.

Catalysts 2023, 13(7), 1091; https://doi.org/10.3390/catal13071091

Submission received: 8 June 2023 / Revised: 23 June 2023 / Accepted: 28 June 2023 / Published: 11 July 2023

(This article belongs to the Special Issue New Trends in Asymmetric Catalysis: Green and Sustainable Catalysts)

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Abstract

Asymmetric enamine base activation of carbonyl compounds is a well-known and widely used strategy for providing functionalization of organic compounds in an efficient way. The use of solely organic substances, which in most cases are commercially available primary or secondary amines that are easy to obtain, avoids the use of hazardous substances or metal traces, making this type of catalysis a highly convenient methodology from a sustainable point of view. In many cases, the reactivity or the stereoselectivity obtained is far from being a practical and advantageous strategy; this can be improved by using a hydrogen bonding co-catalyst that can help during the activation of one species or by using a bifunctional catalyst that can direct the approximation of reagents during the reaction outcome. In this review, we describe the most efficient methodologies that make use of a dual activation of reagents for performing α-functionalization (enamine activation) or remote functionalization (such as dienamine or trienamine activation) of carbonyl compounds.

Keywords: dual activation; aminocatalysis; asymmetric synthesis; enamine; dienamine

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MDPI and ACS Style

Reyes, E.; Prieto, L.; Uria, U.; Carrillo, L.; Vicario, J.L. Asymmetric Dual Enamine Catalysis/Hydrogen Bonding Activation. Catalysts 2023, 13, 1091. https://doi.org/10.3390/catal13071091

AMA Style

Reyes E, Prieto L, Uria U, Carrillo L, Vicario JL. Asymmetric Dual Enamine Catalysis/Hydrogen Bonding Activation. Catalysts. 2023; 13(7):1091. https://doi.org/10.3390/catal13071091

Chicago/Turabian Style

Reyes, Efraím, Liher Prieto, Uxue Uria, Luisa Carrillo, and Jose L. Vicario. 2023. "Asymmetric Dual Enamine Catalysis/Hydrogen Bonding Activation" Catalysts 13, no. 7: 1091. https://doi.org/10.3390/catal13071091

APA Style

Reyes, E., Prieto, L., Uria, U., Carrillo, L., & Vicario, J. L. (2023). Asymmetric Dual Enamine Catalysis/Hydrogen Bonding Activation. Catalysts, 13(7), 1091. https://doi.org/10.3390/catal13071091

Note that from the first issue of 2016, this journal uses article numbers instead of page numbers. See further details here.

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Asymmetric Dual Enamine Catalysis/Hydrogen Bonding Activation

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