(-)-Aplysiallene

September 3rd, 2007 by Natural Product

Hello :)

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

Graphical abstract

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.

Retrosynthesis of aplysiallene(2)

Retrosynthesis of aplysiallene(3)

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


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