Synthesis of Phenyl Ring Substituted 4-Aryl-3,4-Dihydrocoumarines

Zigmārs Leitis

doi:10.4028/www.scientific.net/KEM.800.3

Paper Titles

Preface

Synthesis of Phenyl Ring Substituted 4-Aryl-3,4-Dihydrocoumarines
p.3

Evaluation of Aspects Controlling Crystallization of Nitrofurantoin
p.9

The Influence of Processing Conditions on the Structure of Magnetron Sputtered Hydroxyapatite Thin Films
p.14

Protonation of Tyrosine Kinase Inhibitor Lapatinib: A Theoretical and Experimental Study
p.19

The Influence of Microstructure on the Surface Charge of Sintered Hydroxyapatite Ceramics
p.25

4-Substituted Coumarin Antioxidants
p.30

Glucose - and Allose-Derived Chiral Auxiliaries
p.36

Rupe Rearrangement Studies in Liquid Sulfur Dioxide
p.42

HomeKey Engineering MaterialsKey Engineering Materials Vol. 800Synthesis of Phenyl Ring Substituted...

Synthesis of Phenyl Ring Substituted 4-Aryl-3,4-Dihydrocoumarines

Abstract:

Asymmetric induction caused by 4-substituted oxazolidin-2-one type auxiliaries in reactions of N-cinnamoyloxazolidinones with phenylmagnesium bromide in the presence of CuBr×SMe₂ catalyst were examined. Resulted 3,3-diarypropionic acid derivatives were converted into 6-hydroxy-4-phenyldihydrocoumarine via demethylation and subsequent pyrane ring closure. Hydroarylation of N-cinnamoyloxazolidinones with 1,3,5-trimethoxybenzene was performed affording 3,3-diarypropionic acid derivatives.

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Key Engineering Materials (Volume 800)

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3-8

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https://doi.org/10.4028/www.scientific.net/KEM.800.3

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April 2019

Authors:

Zigmārs Leitis*

Keywords:

Cinnamic Acid, Dihydrocoumarines, Enantioselective Synthesis, Hydroarylation, Michael Addition, Oxazolidinones

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