Issue 0, 1973

Natural acetylenes. Part XL. Syntheses of polyacetylenic C18 and C16 esters with 9-ene-12,14-diyne unsaturation, and their labelling

Abstract

The esters R[C[triple bond, length half m-dash]C]2·CH2CH[graphics omitted]CH·[CH2]7·CO2Me{R = Me[CH2]2, MeC[triple bond, length half m-dash]C, cis- or trans-MeCH[double bond, length half m-dash]CH, trans-HO·CH2·CH[double bond, length half m-dash]CH, HO·CH2·C[triple bond, length half m-dash]C, cis- or trans-MeO2C·CH[double bond, length half m-dash]CH, MeO2C·C[triple bond, length half m-dash]C, (EtO)2CH, OHC, or, H2N·OC} were prepared from the Wittig salt Me3Si·C[triple bond, length half m-dash]C·CH2·CH2·PPh3Ivia IC[triple bond, length half m-dash]C·CH2·CH[graphics omitted]CH·[CH2]7·CO2Me; several were specifically labelled [at C(9), C(17), and C(18)]. The Wittig salt offers a general route to 1-ene-4,6-diyne and more highly unsaturated skipped en-yne systems.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1973, 743-749

Natural acetylenes. Part XL. Syntheses of polyacetylenic C18 and C16 esters with 9-ene-12,14-diyne unsaturation, and their labelling

A. G. Fallis, M. T. W. Hearn, E. R. H. Jones, V. Thaller and J. L. Turner, J. Chem. Soc., Perkin Trans. 1, 1973, 743 DOI: 10.1039/P19730000743

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