First stereoselective total synthesis and reconfirmation of absolute structure of nonenolide (−)-stagonolide D
Sign Up to like & getrecommendations! Published in 2017 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2016.12.042
Abstract: Abstract The first stereoselective total synthesis of nonenolide (−)-stagonolide D has been accomplished. Midland Alpine borane reduction to install hydroxyl group at C4, Henbest epoxidation to introduce epoxide stereoselectively between C7 and C8, Yamaguchi esterification… read more here.
Keywords: nonenolide stagonolide; stereoselective total; total synthesis; first stereoselective ... See more keywords
Stereoselective Total Synthesis of the Dimeric Naphthoquinonopyrano-γ-lactone (-)-Crisamicin A: Introducing the Dimerization Site by a Late-Stage Hartwig Borylation.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c01078
Abstract: The first stereoselective total synthesis of the dimeric naphthoquinonopyrano-γ-lactone (-)-crisamicin A was realized (13 steps, 5% overall yield). 1,4,5-Trimethoxynaphthalene, reached in five known steps, was brominated at C-3 to install a but-3-enoic ester by an… read more here.
Keywords: synthesis dimeric; crisamicin; lactone; stereoselective total ... See more keywords
Stereoselective total synthesis of C2-symmetric natural products pyrenophorol and its derivatives
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DOI: 10.1080/14786419.2019.1577843
Abstract: Abstract A stereoselective total synthesis of 16-membered C2-symmetric macrodiolide Pyrenophorol, Tetrahydropyrenophorol and 4,4-diacetylpyrenophorol have been accomplished. The synthesis started from commercially available L-Aspartic acid and the key reactions involved are regioselective epoxide opening, CBS reduction,… read more here.
Keywords: synthesis symmetric; stereoselective total; natural products; symmetric natural ... See more keywords
Stereoselective total synthesis of Aspergillide D.
Sign Up to like & getrecommendations! Published in 2022 at "Natural product research"
DOI: 10.1080/14786419.2022.2078321
Abstract: The total synthesis of the 16-membered Polyhydroxylated macrolide, Aspergillide D has been accomplished utilizing the Grignard reaction, Sharpless asymmetric epoxidation Regioselective ring opening of epoxy alcohol, Wittig olefination and Yamaguchi macrolactonisation as key steps. 3-butene-1-ol… read more here.
Keywords: total synthesis; synthesis aspergillide; stereoselective total; synthesis ... See more keywords
Stereoselective Total Synthesis of (6S)-5,6-Dihydro-6-[(2R)-2-hydroxy-6-phenylhexyl]-2H-pyran-2-one from L-Malic Acid
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DOI: 10.1177/1934578x1801300721
Abstract: A stereoselective total synthesis of an antiproliferative and antifungal natural product, (6S)-5,6-dihydro-6-[(2R)-2-hydroxy-6-phenylhexyl]-2H-pyran-2-one has been accomplished using the Barbier allylation, LiAlH4/LiI mediated syn-stereoselective reduction and olefin ring-closing metathesis (RCM) as the key steps. L-Malic acid was… read more here.
Keywords: phenylhexyl pyran; stereoselective total; total synthesis; pyran one ... See more keywords
Recent Advances in the Stereoselective Total Synthesis of Natural Pyranones Having Long Side Chains
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DOI: 10.3390/molecules25081905
Abstract: Pyranone natural products have attracted great attention in recent years from chemists and biologists due to their fascinating stereoisomeric structural features and impressive bioactivities. A large number of stereoselective total syntheses of these compounds have… read more here.
Keywords: pyranones long; side chains; stereoselective total; long side ... See more keywords