Cyclopententones are important building blocks in synthetic chemistry due to their diverse applications in a range of fields from agriculture to medicine. Recently, we have developed a powerful method that rendered the traditional Piancatelli Rearrangement suitable for the synthesis of 4-aminocyclopentenones. This new route begins from the non-edible renewable starting material, furfural, providing the desired materials in only two synthetic operations. While the reaction is fully diastereoselective, industry is particularly interested in enantioselective synthetic routes for product safety, reaction control, and waste management. We have been working towards an asymmetric variation by employing an enantioselective catalyst. After testing numerous chiral phosphoric acids, we found that the BINOL derivative, TRIP, provided the most promising results affording an enantiomeric ratio of 27:73. It is likely that the poor solubility of TRIP is limiting the scaffold’s full potential for enantio-control under the reaction conditions. In this work we have developed a more soluble TRIP derivative, which has the potential to overcome this limitation. This new variant, 6,6’-dioctyl-TRIP, will enable the use of this powerful asymmetric catalyst in a diverse range of transformations and reaction media.