96632-04-1Relevant articles and documents
ALKYNE-COBALT COMPLEXES AS PROSTAGLANDIN SYNTHONS. III. IMPROVED ROUTE TO METHYL (Z)-NON-5-EN-8-YNOATE AND SYNTHESIS OF A NEW PROSTAGLANDIN E2 ANALOGUE.
Daalman, Lachlan,Newton, Roger F.,Pauson, Peter L.,Taylor, Ronald G.,Wadsworth, Alan
, p. 3131 - 3149 (2007/10/02)
Hydrogenation of methyl 7-hydroxyhept-5-ynoate followed by formation of the p-toluene-p-sulphonate ester and reaction with ethynylmagnesium bromide leads to an improved synthesis of methyl Z-non-5-en-8-ynoate, whose hexacarbonyldicobalt complex reacts smoothly with 2,5-dihydrofuran.Conventional "mixed cuprate" methodology is used to add the "β"-side chain producing a novel, but biologically inactive bicyclic prostaglandin E2 analogue.Cobalt carbonyl complexed selectively with the terminal triple bond of a 1,3-diyne but the product proved unsuitable for similar synthetic elaboration.