Synthesis of TADDOLs as Enantioselective Organocatalysts

Abstract
In the world of enantioselective catalysts, organocatalysts have started to become more important, especially when thinking about green chemistry. In this study, TADDOL organocatalysts are used to enhance the rate of Diels-Alder reactions. It has been observed that making the side groups larger and more positively charged has greatly increased the enantioselectivity of the reaction. To further test the effects of TADDOLs on the enantioselectivity of a reaction, a variety of charged and uncharged TADDOLs will be synthesized with varying steric bulk and number of charged centers. 1,2,3 References [1] Oliveira, Vanessa, et al. "Organocatalysis: A brief overview on its evolution and applications." Catalysts, vol. 8, no. 12, 3 Dec. 2018, p. 605, https://doi.org/10.3390/catal8120605. [2] Riegel, George F., et al. "Charge‐activated taddols: Recyclable organocatalysts for asymmetric (hetero‐)diels-alder reactions." Journal of Physical Organic Chemistry, vol. 35, no. 9, 10 May 2022, https://doi.org/10.1002/poc.4355. [3] Thadani, Avinash N., et al. Enantioselective Diels-Alder Reactions Catalyzed By ..., www.pnas.org/doi/10.1073/pnas.0308545101. Accessed 27 Feb. 2025.