Total Synthesis Blog

Today, some nice total synthesis – Barrenazines A and B. Structure of these C₂-symmetrical molecules is shown below:

These Barrenazines were isolated in 2003 by Kashman from some (according to authors of article) unidentified tunicates from Barren Islands (Madagascar). They exhibit mild cytotoxic activity against certain tumor cells. The retrosynthetic analysis is shown below:

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Today, some target which seems to be quite easy to synthesise – (-)-Andrachcinidine:

That 2,6-disubstituted piperidine-derived alkaloid was isolated from plant Andrachne aspera (picture taken from http://www.teline.fr/:

Yes… target seems to be easy to synthesise, but its synthesis is quite complicated. Retrosynthesis of (-)-andrachcinidine is shown below:

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