The Journal of Organic Chemistry

Synthesis of all-trans-parinaric acid-d8 specifically deuterated at all vinyl positions

MM Goerger, BS Hudson

Index: Goerger, Michael M.; Hudson, Bruce S. Journal of Organic Chemistry, 1988 , vol. 53, # 14 p. 3148 - 3153

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Citation Number: 29

Abstract

Parinaric acid is a widely used fluorescent probe of biological systems. The ail-trans isomer (9 (E), ll (E), l3-(E), 15 (E)-octadecatetraenoic acid) specifically deuteriated at all vinyl positions was prepared by using the Wittig reaction to couple a diene phosphorane with an a, P-unsaturated aldehydeester. The preparation of each component included the stereoselective reduction of a substituted propynoic ester with lithium aluminum deuteride ...

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