Design and synthesis of thiophene-based C 2 -symmetric chiral phosphoric acids on a decahydroquinoxaline scaffold for stereoselective transformations

Organic & Biomolecular Chemistry 2026 Open access

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Authors: Margherita Gazzotti, Vincenzo Mirco Abbinante, Fabrizio Medici, Sara Ghirardi, Sergio Soeren Rossi, Tiziana Benincori, Roberto Cirilli, Maurizio Benaglia
DOI: 10.1039/d6ob00309e
Cited by: 1
References: 29

Abstract

-1,2-diaminocyclohexane was reported. This catalyst was then employed in stereoselective transformations such as the enantioselective Friedel-Crafts reaction of indoles with imines to afford 3-indolyl methanamines. High yields (up to 98%) and high enantioselectivities (up to 98% ee) were obtained. DFT calculations were performed to investigate the key transition states, providing mechanistic insight and confirming the origin and sense of the observed stereochemical outcome.

Fields of Study & Subjects

Asymmetric Hydrogenation and Catalysis Axial and Atropisomeric Chirality Synthesis Asymmetric Synthesis and Catalysis

Publication details

Journal / source
Organic & Biomolecular Chemistry
Publisher
Royal Society of Chemistry (RSC)
Volume
24
Issue
16
Pages
3490–3495
Publication date
1 January 2026
Language
EN