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The enantiomer of affinisine has been synthesized (from l-tryptophan) with 100% diastereoselectivity via the asymmetric Pictet-Spengler reaction coupled with a Pd 0 (enolate mediated) coupling process. This enantiomer has also been converted into a key intermediate which provides a route to the enantiomers of both macroline and alstonerine following the previous work of LeQuesne.
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