Studies in the synthesis of the thromboxane receptor antagonist EP 092 and its enantiomers

RB Garland, M Miyano, D Pireh, M Clare…

Index: Garland; Miyano; Pireh; Clare; Finnegan; Swenton Journal of Organic Chemistry, 1990 , vol. 55, # 23 p. 5854 - 5861

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Citation Number: 30

Abstract

Results Brown, Rothberg, and Vander Jagt5 described the facile synthesis of 1 from cyclopentadiene dimer. Methylation of the lithium enolate of 1 (Scheme I) with methyl iodide produced (*)-2 in 62% yield along with 9% of a symmetrical dimethyl compound, 3, and a trace of (&)-4. Prolonged exposure to base permitted some isomerization of

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