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
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Organic LettersDate
2020Copyright
© 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.
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American Chemical SocietyISSN Search the Publication Forum
1523-7060Keywords
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https://converis.jyu.fi/converis/portal/detail/Publication/35135636
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Research Council of FinlandFunding program(s)
Academy Programme, AoF; Academy Project, AoFAdditional information about funding
Financial support from the Academy of Finland (Projects 259532, 297874, 307624) is gratefully acknowledged.License
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