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. Author manuscript; available in PMC: 2019 Apr 25.
Published in final edited form as: Synlett. 2017 Sep 27;29(4):401–409. doi: 10.1055/s-0036-1590919

Scheme 5.

Scheme 5

Enzymatic biosynthesis of naphthomevalin 20 and other napyradiomycins through an α-hydroxyketone rearrangement catalyzed by NapH3. The conversions of 4 to 21 and 23 to 1 have not yet been biochemically established. DMAPP = dimethylallyl pyrophosphate