Fully Biocatalytic Rearrangement of Furans to Spirolactones

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Abstract
A multienzymatic pathway enables the preparation of opticallypurespirolactone building blocks. In a streamlined one-pot reaction cascade,the combination of chloroperoxidase, an oxidase, and an alcohol dehydrogenaserenders an efficient reaction cascade for the conversion of hydroxy-functionalizedfurans to the spirocyclic products. The fully biocatalytic methodis successfully employed in the total synthesis of the bioactive naturalproduct (+)-crassalactone D, and as the key module in a chemoenzymaticroute yielding lanceolactone A.
Funding Information
  • Novo Nordisk Fonden (17OC0025092)
  • Research Council of Finland (324854)
  • H2020 European Research Council (865885)
  • Ruth & Nils-Erik Stenb?cks Stiftelse

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