Solamin hemi-synthesis

Roblot et al. (63) were the first to report the hemi-synthesis of a natural acetogenin of Annonaceae. They have shown that treatment of a natural precursor, diepomuricanin-A 121, by NaOH followed by acetylation with Ac20-pyridine afforded solamin diacetate 155 in 60 % yield. Unfortunately the composition of the expected diastereomeric mixture was not discussed. Indeed opening of the bis-epoxide system at either C-15 or C-20 would lead to two different compounds 155 and 156 with the same relative configuration but of opposite absolute configuration across the THF ring (Fig. 23). 

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See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ , ]

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