All roads lead to Rome: The biosynthesis of the leporins in Aspergillus sp. involves an unprecedented pericyclic reaction cascade. The enzyme LepI directs the periselectivity of a [4+2] cycloaddition towards a hetero-Diels-Alder reaction outcome to give the leporin molecular scaffold. The Diels-Alder side product is morphed into the leporin core structure by a LepI-catalyzed retro-Claisen rearrangement, culminating in efficient kinetic side product recycling.
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http://dx.doi.org/10.1002/anie.201800629 | DOI Listing |
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