Expedient Synthesis of Natural (S)-Sinefungin and of Its C-6'-Epimer.
1991
Sinefungin 1a and 6-epi-sinefungin 1b have been prepared from adenosine and L-aspartic acid. The key step in the synthesis was the coupling of the radical derived from 14 with the unsaturated amide 13. The latter was obtained by a radical reaction from L-aspartic acid and olefin 11. Thus the carbon skeleton is constructed in two radical coupling reactions.
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