Catalytic Enantioselective Total Synthesis of (+)–Lycoperdic Acid
Kortet, S., Claraz, A., & Pihko, P. M. (2020). Catalytic Enantioselective Total Synthesis of (+)–Lycoperdic Acid. Organic Letters, 22(8), 3010-3013. https://doi.org/10.1021/acs.orglett.0c00772
Published inOrganic Letters
© 2020 American Chemical Society
A concise enantio- and stereocontrolled synthesis of (+)-lycoperdic acid is presented. The stereochemical control is based on iminium-catalyzed Mukaiyama–Michael reaction and enamine-catalyzed organocatalytic α-chlorination steps. The amino group was introduced by azide displacement, affording the final stereochemistry of (+)-lycoperdic acid. Penultimate hydrogenation and hydrolysis afforded pure (+)-lycoperdic acid in seven steps from a known silyloxyfuran.
PublisherAmerican Chemical Society
Publication in research information system
MetadataShow full item record
Related funder(s)Academy of Finland
Funding program(s)Academy Programme, AoF; Academy Project, AoF
Additional information about fundingFinancial support from the Academy of Finland (Projects 259532, 297874, 307624) is gratefully acknowledged.
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