The 100 facets of the Passerini reaction

L Banfi, A Basso, C Lambruschini, L Moni, R Riva - Chemical Science, 2021 - pubs.rsc.org
This perspective aims at celebrating the 100th anniversary of the discovery of the Passerini
three component reaction. After being nearly neglected for many years, now this reaction …

Biocatalytic reduction of activated CC-bonds and beyond: emerging trends

CK Winkler, K Faber, M Hall - Current Opinion in Chemical Biology, 2018 - Elsevier
Highlights•OYE homologues (ene-reductases) are widely used for C double bond C-bond
reduction reactions.•Protein diversity screening and protein engineering aim at providing …

Mechanism and origin of enantioselectivity for asymmetric Passerini reaction in the synthesis of ɑ-acyloxyamide catalyzed by chiral phosphoric acid

HR Zhang, G Gao, Q Zhang, XC Tian, WJ Yuan… - Molecular …, 2024 - Elsevier
The enantioselective control of the three-component Passerini reaction was successfully
achieved using chiral phosphoric acid as a catalyst with a wide range of substrates and high …

Divergent Synthesis of Enantioenriched β-Functional Amines via Desymmetrization of meso-Aziridines with Isocyanides

X Li, Q **ong, M Guan, S Dong, X Liu, X Feng - Organic letters, 2019 - ACS Publications
A highly enantioselective ring-opening desymmetrization of meso-aziridines with
isocyanides was achieved in the presence of a chiral N, N′-dioxide/Mg (OTf) 2 complex …

Diastereoselectivity in Passerini reactions of chiral aldehydes and in Ugi reactions of chiral cyclic imines

C Lambruschini, L Moni, L Banfi - European Journal of Organic …, 2020 - Wiley Online Library
Diastereoselectivity in Passerini and Ugi reactions of chiral aldehydes/imines remains
challenging. Moreover, the Ugi reaction of chiral acyclic imines is complicated by their easy …

Zinc (II)-mediated diastereoselective Passerini reactions of biocatalytically desymmetrised renewable inputs

L Moni, L Banfi, D Cartagenova, A Cavalli… - Organic Chemistry …, 2020 - pubs.rsc.org
2, 5-Bis (hydroxymethyl) tetrahydrofuran, a renewable building block, has been efficiently
desymmetrised to give either enantiomers of the corresponding monobutyrate in high ee …

Stefano Marcaccini: a pioneer in isocyanide chemistry

AG Neo, JL Ramiro, M García-Valverde, J Díaz… - Molecular Diversity, 2024 - Springer
Stefano Marcaccini was one of the pioneers in the use of isocyanide-based multicomponent
reactions in organic synthesis. Throughout his career at the University of Florence he …

Integrating biocatalysis and multicomponent reactions

C Lambruschini, A Basso, L Banfi - Drug Discovery Today: Technologies, 2018 - Elsevier
While often multicomponent reactions (MCR) are used for the diversity-oriented synthesis of
racemic (or achiral) molecular entities, this short review describes two alternative …

Brønsted Acid Organocatalyzed Three-Component Hydroamidation Reactions of Vinyl Ethers

I Smajlagic, B Carlson, T Dudding - The Journal of Organic …, 2021 - ACS Publications
Hydroamidation of carbon–carbon double bonds is an attractive strategy for installing
nitrogen functionality into molecular scaffolds and, with it, increasing molecular complexity …

Thiol-free chemoenzymatic synthesis of β-ketosulfides

AA Heredia, MG López-Vidal… - Beilstein Journal of …, 2019 - beilstein-journals.org
A preparation of β-ketosulfides avoiding the use of thiols is described. The combination of a
multicomponent reaction and a lipase-catalysed hydrolysis has been developed in order to …