Ruthenium-Catalysed Asymmetric Intramolecular Isomerization/Esterification Reaction: Direct Synthesis of Chiral Dihydrocoumarins

Lingzi Zhao; Xuchao Wang; Qing Qiang; Xingwei Zhao; Feipeng Liu; Shenci Lu; Zi-Qiang Rong

doi:10.1002/cjoc.202400084

Chinese Journal of Chemistry ›› 2024, Vol. 42 ›› Issue (16) : 1828 -1832. DOI: 10.1002/cjoc.202400084

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Ruthenium-Catalysed Asymmetric Intramolecular Isomerization/Esterification Reaction: Direct Synthesis of Chiral Dihydrocoumarins

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Abstract

An asymmetric isomerization/intramolecular coupling reaction of allylic alcohols to synthesize chiral dihydrocoumarins was successfully accomplished through ruthenium catalysis. This method demonstrates a wide substrate applicability, excellent tolerance for various functional groups, and good enantioselectivities (up to 90% ee). It provides a convenient pathway to produce a diverse range of structurally distinct chiral dihydrocoumarins in good efficiency.

Keywords

Ruthenium catalysis / Asymmetric isomerization / Tandem reaction / Chiral dihydrocoumarins / Enantioselectivity

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Lingzi Zhao, Xuchao Wang, Qing Qiang, Xingwei Zhao, Feipeng Liu, Shenci Lu, Zi-Qiang Rong. Ruthenium-Catalysed Asymmetric Intramolecular Isomerization/Esterification Reaction: Direct Synthesis of Chiral Dihydrocoumarins. Chinese Journal of Chemistry, 2024, 42(16): 1828-1832 DOI:10.1002/cjoc.202400084