Design and Synthesis of Thiophene-Based C 2 -Symmetric Chiral Phosphoric Acids on a Decahydroquinoxaline scaffold for Stereoselective Transformations

Margherita Gazzotti; Vincenzo Mirco Abbinante; Fabrizio Medici; Sara Ghirardi; Sergio Rossi; Tiziana Benincori; Roberto Cirilli; Maurizio Benaglia

doi:10.1039/d6ob00309e

January 1, 2025Organic & Biomolecular ChemistryOpen Access

Design and Synthesis of Thiophene-Based C 2 -Symmetric Chiral Phosphoric Acids on a Decahydroquinoxaline scaffold for Stereoselective Transformations

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Key Points

The aim is to design and synthesize thiophene-based chiral phosphoric acids for use in stereoselective transformations.
Designed thiophene-based phosphoric acid on a decahydroquinoxaline scaffold.
Synthesized the catalyst using enantiopure trans-1,2-diaminocyclohexane as a precursor.
Evaluated the catalyst in various stereoselective reactions.
The synthesized chiral phosphoric acids demonstrated effective catalytic activity.
Significant stereoselectivity was observed in the transformations.
The results suggest a practical application in asymmetric catalysis.

Implication

Synthesis reveals effective thiophene-based chiral phosphoric acids for stereoselective transformations, indicating potential in asymmetric catalysis.

Abstract

In this study, the design and the synthesis of a thiophene-based phosphoric acid based on a chiral decahydroquinoxaline scaffold derived from enantiopure trans-1,2-diaminocyclohexane was reported. This catalyst was then employed...

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Cite This Study

Gazzotti et al. (2025) studied this question.

synapsesocial.com/papers/69cf5e2e5a333a821460c4dd https://doi.org/10.1039/d6ob00309e

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Design and Synthesis of Thiophene-Based C 2 -Symmetric Chiral Phosphoric Acids on a Decahydroquinoxaline scaffold for Stereoselective Transformations

Key Points

Implication

Abstract

Discussion

Cite This Study

Design and Synthesis of Thiophene-Based C 2 -Symmetric Chiral Phosphoric Acids on a Decahydroquinoxaline scaffold for Stereoselective Transformations

Key Points

Implication

Abstract

Discussion

Cite This Study

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