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2025-05-19
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Abstract
Quinine was one of the first globally significant medications due to its ability to treat malaria; and despite no longer being the first-line treatment for the disease, it still holds relevance in certain combination treatments. Although there is little need for synthetic production due to its availability from the bark of the Cinchona tree, its total synthesis has challenged chemists for over 100 years due to its four chiral centers providing an obstacle for a stereochemically pure product. Our lab had previously proposed a 12-step synthetic route based on a model study done by Stotter, Friedman, and Minter in 1985, and previous researchers were able to make it to the final few steps. However, recent attempts to reproduce the initial steps of their pathway were inconsistent or entirely unsuccessful, which required revisiting the reaction conditions. This paper focuses on refinement and optimization of the first three steps in the pathway, which will provide more consistent procedures for these reactions and pave the way for future attempts at the total synthetic route.
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Chemistry
