Total Synthesis Blog

name and it’s molecular

structure is really

interesting. Let me

introduce you spiro-

noraristeromycin:

Spiro-noraristeromycin is an analog of naturally occuring aristeromycin. That one was isolated from Streptomyces citricolor bacteria and exhibits antiviral activity.

Let’s see how spiro-noraristeromycin has been synthesised.

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Do you know snowdrops? It’s well-known that bulbs of these flowers (latin name is Galanthus nivalis) contain many alkaloids and galantamine (or galanthamine) is one of them:

This is an important natural product because of its biological properties and phamacological applications – it’s used in treatment of mild Alzheimer’s disease. So there are many approaches to total synthesis of galantamine and here I’ll try to show most recent of them (I think so).

Authors of the paper on which I base developed new interesting reaction: DMCRC – what means Double Michael-Claisen Reaction Cascade. The reaction allows to synthesise quickly highly substituted cyclohexenones which can be used in total syntheses of many ‘sterically congested’ natural products and galantamine is only one of several examples mentioned in paper (the others are aspidospermidone, lycoramine and  mesembrine).

Let’s look at retrosynthetic analysis:

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