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Updated: Feb 3, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
DBU-Promoted Cascade Synthesis of Dihydrocoumarins from p-Quinone Methides and o-Hydroxy Aldimines
Yingpeng Su1,2, Qinqin Ling1, Caixia Yang1
1College of Chemistry and Chemical Engineering, Northwest Normal University, 967 Anning East Road, Lanzhou 730070, P. R. China.
Abstract:
A facile synthesis of dihydrocoumarin derivatives has been successfully accessed with ortho-hydroxyphenyl-substituted para-quinone methides (p-QMs) and ortho-hydroxy aromatic aldimines. The reaction proceeds through a Michael addition followed by an intramolecular phenolysis sequence. This cascade strategy provides structurally diverse 4-aryl-3,4-dihydrocoumarins in good to excellent yields with excellent diastereoselectivity. Moreover, this versatile method exhibits significant promise for the synthesis of natural products and biologically relevant compounds that possess a substituted coumarin skeleton.
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