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Updated: Aug 18, 2025

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Catecholase-catalyzed synthesis of wedelolactone, a natural coumestan and its analogs
Anushree Achari1, Sourav Chatterjee1,2, Sudip Dey1
1Laboratory of Catalysis and Chemical Biology, Organic and Medicinal Chemistry Division, CSIR-Indian Institute of Chemical Biology, Kolkata-700032, India. jaisankar@iicb.res.in.
Abstract:
Biocatalysis plays an important role in the synthesis of complex organic molecules. Wedelolactone, a natural coumestan, has been reported to have many bioactive properties. A novel and efficient enzyme obtained from sweet potato juice was used for condensation of 4-hydroxycoumarins with catechols to produce wedelolactone and its structurally diverse analogs in moderate to good yields under mild reaction conditions. Hence, this enzymatic approach creates an opportunity to access many coumestan-based compounds that are potential building blocks for the synthesis of pharmaceutically important molecules.
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In the first step, as depicted in Figure 1, the base deprotonates the β-hydroxy ketone at the hydroxyl group to form an alkoxide ion.