Australian Journal of Chemistry

Pigments of fungi. LIX. Synthesis of (1S, 3S)-and (1R, 3R)-austrocortilutein and (1S, 3S)-austrocortirubin from citramalic acid

M Gill, MF Harte, A Ten

Index: Gill, Melvyn; Harte, Michael F.; Ten, Abilio Australian Journal of Chemistry, 2000 , vol. 53, # 4 p. 245 - 256

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Citation Number: 8

Abstract

Abstract The naturally occurring tetrahydroanthraquinone (1S, 3S)-austrocortilutein (1) is synthesized for the first time in enantiomerically pure form by Diels–Alder cycloaddition between the functionalized butadiene derivative (8) and the chiral 1, 3-dihydroxy-1, 2, 3, 4- tetrahydro-5, 8-naphthoquinone (9), the latter being derived from (R)-citramalic acid (3). The natural products (1S, 3S)-austrocortirubin (2) and (1R, 3R)-austrocortilutein (5) were also ...

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