The site-selective functionalization of unactivated allylic
C–H
bonds via direct deprotonation using KTMP is described. The conversion
of amorphadiene to artemisinic alcohol via a simple, highly regioselective
deprotonation over 4 other possible allylic sites is shown with further
extrapolation to the first large-scale telescoped chemical synthesis
of artemisinic acid from amorphadiene. Finally, application of the
method for the successful site-selective functionalization of unactivated
allylic C–H bonds in other terpene-based natural products is
also highlighted.
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