Aberrarone Erick M Carreira Eidgenössiche Technische Hochschule Zürich J Am Chem Soc 2022 Publication Date August 19 2022 httpsdoiorg101021jacs2c07150 ID: 1036976
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1. Enantioselective Total Synthesis of (+)-AberraroneErick M. Carreira Eidgenössiche Technische Hochschule Zürich J. Am. Chem. Soc. 2022 Publication Date: August 19, 2022https://doi.org/10.1021/jacs.2c07150
2. Introduction- Erick M. CarreiraEducation: -1984 B.S., UIUC, Scott E. Denmark;1984-1992 PhD & work, Harvard, David A. Evans;1992–1997 Postdoctoral, Assistant Professor & full Professor, Caltech, Peter B. Dervan;1998– Full professor, ETH Zürich; Career:2001-2019 Associate Editor of Organic Letters;2019- Editor-in-Chief of Organic Letters;2020- Editor-in-Chief of Journal of the American Chemical SocietyResearch:Carreira's group focuses on asymmetric total synthesis of complex natural products. And the applications of these methods to development of catalysts and to medicinal chemistry.(Havana, Cuba)
3. Introduction- Erick M. CarreiraAwards:ERC commission Award, Alfred P. Sloan Fellowship;Nobel Laureate Signature AwardACS Award for creative work in synthetic organic synthesisACS Award in Pure ChemistryNumerous Awards sponsored by pharmaceutical companies (Merck, Eli Lilly, Pfizer)
4. Introduction- Erick M. CarreiraJACS 2021JACS 2021ACIE 2019ACIE 2020ACIE 2018Nature 2009,JACS 2019 (Mytilipin B-revised)JACS 2020
5. Introduction- (+)-AberraroneSkeletal features of (+)-AberraronePseudopterogorgia elisabethae5 / 5 / 5 / 6 Fused rings Four ketonesThree quaternary carbonsseven stereogenic centers, six of which are contiguousAntimalarial activity (IC50=10 μg/mL)J. Org. Chem. 2009, 74, 7581Org. Lett. 2004, 6, 10, 1661Tricyclo[9.3.0.0]tetradecane ring system Eleven stereogenic centersAntimalarial Plasmodium falciparum (IC50=10 μg/mL); Strong and specific in vitro cytotoxicity against the EKVX NSCLC (GI50 < 10 nM) and CAKI-1 renal cancer (GI50=510 nM)
6. Introduction- BielschowskysinPseudopterogorgia elisabethaeAngew. Chem. Int. Ed. 2011, 50, 5149
7. Angew. Chem. Int. Ed. 2011, 50, 5149 Introduction- Bielschowskysin
8. Introduction- BielschowskysinOrg. Lett. 2006, 8, 903
9. Introduction- BielschowskysinTetrahedron 2020 76 131318
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25. Enantioselective Total Synthesis of (+)-AberraroneFirst total synthesis of (+)-Aberrarone18 stepsnatural: [α]D25 +2.2 (c =1.4, CHCl3)synthetic: [α] D25 +83.0 (c = 0.4, CHCl3)
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