Issue 10, 1978

Total synthesis of prostaglandin-F through homoconjugate addition of an organocuprate reagent to a tricyclo[3.2.0.02,7]heptanone

Abstract

Prostaglandin-F has been synthesised from cyclopentadiene in a highly stereoselective ten-step sequence of reactions. The key step involves the coupling of a protected 3-hydroxyoct-1-enyl unit to 3-dimethyl-t-butylsilyloxytricyclo[3.2.0.02,7]heptan-6-one through the use of a mixed organocuprate reagent.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1978, 1176-1178

Total synthesis of prostaglandin-F through homoconjugate addition of an organocuprate reagent to a tricyclo[3.2.0.02,7]heptanone

T. V. Lee, S. M. Roberts, M. J. Dimsdale, R. F. Newton, D. K. Rainey and C. F. Webb, J. Chem. Soc., Perkin Trans. 1, 1978, 1176 DOI: 10.1039/P19780001176

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