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research article
Phosphoric Acid Catalyzed Desymmetrization of Bicyclic Bislactones Bearing an All-Carbon Stereogenic Center: Total Syntheses of (−)-Rhazinilam and (−)-Leucomidine B
In the presence of a catalytic amount of an imidodiphosphoric acid, enantioselective desymmetrization of bicyclic bislactones by reaction with alcohols took place smoothly to afford enantiomerically enriched mono acids having an all-carbon stereogenic center. Concise catalytic enantioselective syntheses of both (-)-rhazinilam and (-)-leucomidine B were subsequently developed using (S)-methyl 4-ethyl-4-formylpimelate monoacid as a common starting material.
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Type
research article
Web of Science ID
WOS:000342678200044
Authors
Publication date
2014
Publisher
Published in
Volume
53
Issue
37
Start page
9926
End page
9930
Peer reviewed
REVIEWED
EPFL units
Available on Infoscience
September 4, 2014