Pm. Demin et al., SYNTHESIS OF METHYL [5,6,8,9,14,15-H-3(6)]-HEPOXILIN-B(3) AND ITS CONVERSION INTO METHYL [5,6,8,9,14,15-H-3(6)]-HEPOXILIN-A(3), Journal of labelled compounds & radiopharmaceuticals, 34(3), 1994, pp. 221-230
The selective tritiation of methyl )-hydroxy-11(R),12(S)-epoxyeicosa-5
,8,14-triynoate into two C-10-epimeric [H-3(6)]-hepoxilins B3 methyl e
sters is described. These compounds are subsequently converted into tw
o C-8-epimeric [H-3(6)]-hepoxilins A3 methyl esters by allylic rearran
gement under Mitsunobu conditions via corresponding benzoates.