Total Synthesis Blog

This time short synthesis of racemic Cacalol:

This is a sesquiterpene isolated from the roots of Psacalium decompositum and it exhibit some interesting biological properties including antihyperglycemic, anti-inflammatory, antimicrobial and antioxidant activities. Authors of paper didn’t mention anything about biological activity of single enantiomers of Cacalol.

Retrosynthesis chart (not very good-looking…) is shown below:
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Today, some interesting tricyclic target, Alboatrin:

Alboatrin has characteristic cis tetrahydofurane-benzenopyrane system. Also, there is ketal moiety present in this molecule what (in my opinion) can be taken advantage in planning of synthesis of Alboatrin (well, in my retrosynthesis I’ve taken advantage of this fact ).

Let’s say something about properties of our target. Well, Alboatrin was isolated from Verticillium alboatrum (some fungi specie, I guess). It exhibits phytotoxic activity, for example – it inhibits the root growth.

Retrosynthesis is shown below:

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