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Synlett 2001; 2001(7): 1127-1128
DOI: 10.1055/s-2001-15149
DOI: 10.1055/s-2001-15149
letter
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A New Synthesis of Methyl 3-Oxo-2-pentyl-1-cyclopentene-1-acetate
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Publikationsverlauf
Publikationsdatum:
31. Dezember 2001 (online)
The 92 : 8 equilibrium mixture of (±)-trans-methyl dihydrojasmonate (1) and its cis-isomer is transformed in 63% overall yield into the title compound 4 by epoxidation of the derived enol acetate 2 with peracetic acid/Na2CO3 in toluene and heating the resulting α-acetoxy epoxide 3 in MeOH in the presence of catalytic amounts of methanesulfonic acid.
jasmonoids - enol esters - epoxidations - cyclopentenones - indirect dehydrogenations