Fully Biocatalytic Rearrangement of Furans to Spirolactones.

ABSTRACT: A multienzymatic pathway enables the preparation of optically pure spirolactone building blocks. In a streamlined one-pot reaction cascade, the combination of chloroperoxidase, an oxidase, and an alcohol dehydrogenase renders an efficient reaction cascade for the conversion of hydroxy-functionalized furans to the spirocyclic products. The fully biocatalytic method is successfully employed in the total synthesis of the bioactive natural product (+)-crassalactone D, and as the key module in a chemoenzymatic route yielding lanceolactone A.

SUBMITTER: Liu YC 

PROVIDER: S-EPMC10242749 | biostudies-literature | 2023 Jun

REPOSITORIES: biostudies-literature