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Recent Advances in Stereoselective Catalytic Reactions

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A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Chemistry".

Deadline for manuscript submissions: closed (30 November 2023) | Viewed by 3941

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Special Issue Editors

Prof. Dr. Maurizio Benaglia

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Guest Editor

Dipartimento di Chimica, Università degli Studi di Milano via Golgi 19, 20133 Milano, Italy
Interests: stereoselective synthesis; sustainable methodologies and their application to the synthesis of chiral products of pharmaceutical interest; design and development of chiral organocatalysts; stereoselective reactions in water and other alternative reaction mediums; supported-catalysts and catalytic reactors; enantioselective transformations under continuous-flow conditions; 3D-printing technologies for micro- and mesoreactors
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Dr. Sergio Rossi

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Guest Editor

Department of Chemistry, The University of Milan, 20122 Milano, Italy
Interests: new stereoselective metal-free synthetic methodologies; the stereoselective synthesis of chiral pharmaceutical products either by applying ad hoc designed chiral catalysts or by studying and developing innovative stereoselective synthetic methodologies; catalytic stereoselective reactions under continuous-flow conditions in micro- and mesoreactors taking advantage of new enabling technologies such as 3D-printing
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

The need to improve both the efficiency and environmental acceptability of industrial processes is a driving force toward the development of innovative asymmetric catalytic systems.

Catalysis is one of the twelve principles of Green Chemistry and is recognized as an indispensable strategy to realize the chemical transformations of the future. Despite all the recent achievements in the field, the combination of inexpensive, non-toxic, easily available catalysts capable of performing at very low loadings is still a challenge for present-day asymmetric catalysis.

The present Special Issue on “Recent Advances in Stereoselective Catalytic Reactions” aims to collect and to disseminate some of the most significant and recent contributions in the highly interdisciplinary field of chiral catalysts, including organometallic species as well as organocatalysts, but also enzymatic reactions, light-driven and photoredox catalytic reactions, in an attempt to present some representative examples of the three pillars of catalysis: metal-based catalysis, organocatalysis, and biocatalysis.

A special focus will be given to the catalytic systems employed in the synthesis of chiral building blocks or intermediates for the preparation of industrial products, active pharmaceutical ingredients, and biologically active compounds.

Prof. Dr. Maurizio Benaglia
Dr. Sergio Rossi
Guest Editors

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Molecules is an international peer-reviewed open access semimonthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2700 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

organocatalysis
chiral ligand
chiral organometallic catalysts
enzymatic reactions
catalysis in alternative solvents
photocatalysis
biocatalysis

Published Papers (2 papers)

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Research

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18 pages, 4732 KiB

Open AccessArticle

Chiral Bromonium Salt (Hypervalent Bromine(III)) with N-Nitrosamine as a Halogen-Bonding Bifunctional Catalyst

by Yasushi Yoshida, Tatsuya Ao, Takashi Mino and Masami Sakamoto

Molecules 2023, 28(1), 384; https://doi.org/10.3390/molecules28010384 - 02 Jan 2023

Cited by 6 | Viewed by 1927

Abstract

There has been a great focus on halogen-bonding as a unique interaction between electron-deficient halogen atoms with Lewis basic moieties. Although the application of halogen-bonded atoms in organic chemistry has been eagerly researched in these decades, the development of chiral molecules with halogen-bonding functionalities and their utilization in asymmetric catalysis are still in the\ir infancy. We have previously developed chiral halonium salts with amide functionalities, which behaved as excellent catalysts albeit in only two reactions due to the lack of substrate activation abilities. In this manuscript, we have developed chiral halonium salts with an N-nitrosamine moiety and applied them to the Mannich reaction of isatin-derived ketimines with malonic esters. The study focused on our novel bromonium salt catalyst which provided the corresponding products in high yields with up to 80% ee. DFT calculations of the chiral catalyst structure suggested that the high asymmetric induction abilities of this catalyst are due to the Lewis basic role of the N-nitrosamine part. To the best of our knowledge, this is the first catalytic application of N-nitrosamines. Full article

(This article belongs to the Special Issue Recent Advances in Stereoselective Catalytic Reactions)

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Review

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30 pages, 11028 KiB

Open AccessReview

Recent Progresses in the Catalytic Stereoselective Dearomatization of Pyridines

by Lucrezia Margherita Comparini and Mauro Pineschi

Molecules 2023, 28(17), 6186; https://doi.org/10.3390/molecules28176186 - 22 Aug 2023

Cited by 1 | Viewed by 1560

Abstract

1,2- and 1,4-dihydropyridines and N-substituted 2-pyridones are very important structural motifs due to their synthetic versatility and vast presence in a variety of alkaloids and bioactive molecules. In this article, we gather and summarize the catalytic and stereoselective synthesis of partially hydrogenated pyridines and pyridones via the dearomative reactions of pyridine derivatives up to mid-2023. The material is fundamentally organized according to the type of reactivity (electrophilic/nucleophilic) of the pyridine nucleus. The material is further sub-divided taking into account the nucleophilic species when dealing with electrophilic pyridines and considering the reactivity manifold of pyridine derivatives behaving as nucleophiles at the nitrogen site. The latter more recent approach allows for an unconventional entry to chiral N-substituted 2- and 4-pyridones in non-racemic form. Full article

(This article belongs to the Special Issue Recent Advances in Stereoselective Catalytic Reactions)

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