Concepedia

The syntheses of three highly unsaturated marine lipid hydrocarbons

Anne Kristin Holmeide, Lars Skattebøl, Magne O. Sydnes

Journal of the Chemical Society Perkin Transactions 1 · 2001 · 23 citations · 5 references

DOI

Concepts

Abstract

Starting from (all-Z)-icosa-5,8,11,14,17-pentaenoic acid (EPA), syntheses of the naturally occurring hydrocarbons (all-Z)-henicosa-1,6,9,12,15,18-hexaene (1), (all-Z)-pentadeca-3,6,9,12-tetraen-1-yne (2, laurencenyne) and the corresponding 3E-isomer 3 (trans-laurencenyne) have been accomplished.

References

5

High stereo- and regioselectivities in the transition metal catalyzed epoxidations of olefinic alcohols by tert-butyl hydroperoxide

K. Barry Sharpless, Robert Michaelson · Journal of the American Chemical Society · 1973 · 739 citations

, , +8

Alkanes and alkenes in marine benthic algae

William W. Youngblood, Max Blumer · Marine Biology · 1973 · 138 citations

, , +12

Syntheses of Some Polyunsaturated Sulfur- and Oxygen-containing Fatty Acids Related to Eicosapentaenoic and Docosahexaenoic Acids.

Solveig Flock, Morten Lundquist, Lars Skattebøl · Acta chemica Scandinavica/Acta chemica Scandinavica. B, Organic chemistry and biochemistry/Acta chemica Scandinavica. A, Physical and inorganic chemistry/Acta chemica Scandinavica. Series B. Organic chemistry and biochemistry/Acta chemica Scandinavica. Series A, Physical and inorganic chemistry · 1999 · 29 citations · Full text

, , +16

Four new C15 acetylenic polyenes of biogenetic significance from the red alga

Hideo Kigoshi, Yoshikazu Shizuri, Haruki Niwa et al. · Tetrahedron · 1986 · 21 citations

, , +6

Characteristic odoriferous compounds of brown algae: Syntheses of possible oxidation products of (6Z, 9Z, 12Z, 15Z)‐1,6,9,12,15‐heneicosapentaene and (6Z, 9Z, 12Z, 15Z, 18Z)‐1,6,9,12,15,18‐heneicosahexaene

N. L. J. M. BROEKHOF, J. G. Witteveen, A. J. A. VAN DER WEERDT · Recueil des Travaux Chimiques des Pays-Bas · 1986 · 12 citations

, , +17