Chemoenzymatic total synthesis of hyperiones A and B

Jan Deska, Chicco Manzuna Sapu

Research output: Contribution to journalArticleScientificpeer-review

Abstract

The first asymmetric total synthesis of hyperiones A and B, two norlignans from Hypericum chinense, has been accomplished following a chemoenzymatic approach. Key features of this synthesis include the lipase-catalyzed enantioselective desymmetrization of a prochiral allenic diol and a silver-mediated cycloisomerization of the resulting axially chiral product to furnish the furan core structure. Two alternative pathways, a ruthenium-catalyzed redox isomerization on the one side and a platinum-catalyzed hydrogenation on the other, are described to finally obtain the desired norlignans.
Original languageEnglish
Pages (from-to)1376-1382
Number of pages7
JournalORGANIC AND BIOMOLECULAR CHEMISTRY
Volume11
DOIs
Publication statusPublished - 21 Dec 2012
MoE publication typeA1 Journal article-refereed

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