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On the Erosion of Enantiopurity of Rhodonoids via Their Asymmetric Total Synthesis.

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Rhodonoid natural products are found in nature as a scalemic mixture. This interesting phytochemical feature is presumed to originate from a reversible electrocyclic ring opening of the chromene core present… Click to show full abstract

Rhodonoid natural products are found in nature as a scalemic mixture. This interesting phytochemical feature is presumed to originate from a reversible electrocyclic ring opening of the chromene core present in the biogenetic precursors of rhodonoids. Herein, we systematically investigated factors that are responsible for this racemization event. This eventually led us to complete the asymmetric total synthesis of rhodonoids A, C, D, and G.

Keywords: enantiopurity rhodonoids; erosion enantiopurity; asymmetric total; total synthesis; rhodonoids via

Journal Title: Organic letters
Year Published: 2022

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