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Updated: Mar 9, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Skeletal Rearrangements of Polycyclic α-Ketols
Moe Kawamura1, Shogo Kamo1,2, Shuhei Azuma1
1Graduate School of Life and Environmental Sciences, Kyoto Prefectural University , Kyoto 606-8522, Japan.
Abstract:
It has been proposed that prekinamycin and kinobscurinone may biogenetically isomerize to isoprekinamycin and prefluostatin, respectively, through the corresponding bridgehead α-ketol intermediates. In this transformation, the 6-5 ring system is converted into a 5-6 ring system via an α-ketol rearrangement. In this report, the skeletal rearrangement of polycyclic α-ketols inspired by this hypothetical biosynthetic transformation is reported. In addition, an unexpected rearrangement from dibenzo[b]fluorene to benzo[g]chromene is also reported.
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