Desymmetrization of <i>Pseudo</i> ‐ <i>para</i> Diformyl[2.2]Paracyclophane via Brønsted Acid‐Catalyzed Reductive Amination
Access to planar chiral molecules remains a longstanding challenge in asymmetric synthesis. Enantiopure [2.2]paracyclophanes are particularly attractive due to their broad applications in medicinal chemistry, asymmetric catalysis, and materials science. Herein, we present a highly stereoselective approach for the desymmetrization of prochiral pseudo ‐ para diformyl[2.2]paracyclophanes, enabled by chiral Brønsted acid‐catalyzed reductive amination. This method furnishes planar chiral structures with excellent enantiocontrol and broad substrate scope. Moreover, the resulting products can be readily modified, underscoring the utility of this approach as a versatile platform for the asymmetric synthesis of planar chiral [2.2]paracyclophane derivatives.
Authors
- Martin Kamlar (ORCID: https://orcid.org/0000-0001-9115-9858)
- Ivana Cı́sařová (ORCID: https://orcid.org/0000-0002-9612-9831)
- Vojtěch Dočekal (ORCID: https://orcid.org/0000-0003-3957-7977)
- Ján Veselý (ORCID: https://orcid.org/0000-0001-5198-8950)
- Sandip Baban Shinde
Institutions
- Charles University (CZ)
Publication Details
- Journal
- Advanced Synthesis & Catalysis
- Published
- 2026-04-20
- DOI
- https://doi.org/10.1002/adsc.70433
- Primary Topic
- Synthesis and Properties of Aromatic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.00