Tetrahedron

The neoflavanoid group of natural products—III: The synthesis and nuclear magnetic resonance spectra of the dalbergiones

MF Barnes, WD Ollis, IO Sutherland, OR Gottlieb…

Index: Barnes,M.F. et al. Tetrahedron, 1965 , vol. 21, p. 2707 - 2715

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Citation Number: 19

Abstract

The synthesis of the racemates (±_-4-methoxydalbergione (IIIa) and (±)-3, 4- dimethoxydalbergione (IIIb) has been achieved by Claisen rearrangements of the corresponding cinnamyl ethers (Ia and Ib) followed by Fremy's salt oxidation. These syntheses are based upon the biosynthetic schemes examined in Part II of this series. The NMR spectra of the dalbergiones and their derivatives are discussed.