Fig. 4: Synthesis of the common sarpagine type skeletons. | Nature Communications

Fig. 4: Synthesis of the common sarpagine type skeletons.

From: Structure units oriented approach towards collective synthesis of sarpagine-ajmaline-koumine type alkaloids

Fig. 4

After construction of the bridged E-ring via SmI2 mediated SET reaction, the double bonds were assembled by Wittig reaction (E-selectivity) and Julia olefination (Z-selectivity). DIPEA diisopropylethylamine, DMF N,N-dimethylformamide, HMPA hexamethylphosphoramide, Me methyl, Ph phenyl, TEA triethylamine, Tf trifluoromethanesulfonyl, TFA trifluoroacetic acid, Et ethyl, NaHMDS sodium bis(trimethylsilyl)amide.

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