Total Synthesis Blog

Today, total synthesis of tetracyclic non-natural alkaloid (-)-Lycoricidine. Its enantiomer, (+)-Lycoricidine occurs in plants of the genus Amaryllidaceae (for example in the bulbs of narcissi):

The lycorine-type alkaloids exhibit wide spectrum of biological activities like carcinostatic and antiviral properties. The structure of (-)-Lycoricidine is shown below:

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Hello

First, some nice Total Synthesis of (-)-Aplysiallene published in Organic Letters.

This compound was found in red alga Laurencia okamurai Yamada (in 1985) and in sea hare Aplysia kurodai (in 2001). Retrosynthetc Analysis of (-)-Aplysiallene is presented below. Initially stereochemistry of (-)-Aplysiallene was opposite to stereochemistry presented above. Structure of that target was revised thanks to NMR.

And the way in which real structure of (-)-Aplysiallene was synthesized is shown:

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