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 language | English |
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Pages (from-to) | 1376-1382 |
Number of pages | 7 |
Journal | ORGANIC AND BIOMOLECULAR CHEMISTRY |
Volume | 11 |
DOIs | |
Publication status | Published - 21 Dec 2012 |
MoE publication type | A1 Journal article-refereed |