Total Synthesis of (−)-Thallusin:
Utilization
of Enzymatic Hydrolysis Resolution
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Abstract
(−)-Thallusin, isolated from
a marine bacterium, is the
only known natural product to act as an algal morphogenesis inducer.
Because (−)-thallusin can only be obtained in exceedingly limited
amounts from microbial cultivation, a synthetic supply of this compound
is highly desirable. Here, we describe a novel synthetic pathway to
(±)-thallusin and the first asymmetric synthesis of (−)-thallusin
utilizing the enzymatic hydrolysis resolution with the combination
of lipase PS-30 and lipase M Amamo-10