Total Synthesis of Himgaline скачать в хорошем качестве

Total Synthesis of Himgaline

An organic chemistry minilecture on the Concise Syntheses Of GB22, GB13 And Himgaline By Cross-Coupling And Complete Reduction by Eleanor M. Landwehr, Meghan A. Baker, Takuya Oguma, Hannah E. Burdge, Takahiro Kawajiri, Ryan A. Shenvi*. It features a Simmons-Smith Cyclopropanation, a dual Ni catalyzed /Photoredox Coupling and a Benkeser Reduction. SUPPORT THE CHANNEL ON PATREON:   / simplifyingsynthesis   Socials:   / simplifyingsynthesis     / simplifyingsyn1     / simplifyingsynthesis   References: 10.26434/chemrxiv-2021-8nlfl (This work) Aust. J. Chem. 1965, 18, 569 (Isolation) Aust. J. Chem. 1967, 20, 1705 – 1718 (Characterization) J. Am. Chem. Soc. 2003, 125, 2400–2401 (Previous syntheses) J. Am. Chem. Soc. 2006, 128, 12654–12655 (Previous syntheses) J. Am. Chem. Soc. 2007, 129, 1048–1049 (Previous syntheses) J. Am. Chem. Soc. 2009, 131, 13244–13245 (Previous syntheses) Angew. Chem. Int. Ed. 2010, 49, 5887–5890 (Previous syntheses) J. Org. Chem. 2004, 69, 2, 327–334 (Cyclopropanation) Angew. Chem., Int. Ed. 2019,58, 6152–6163 (Ni Coupling) Tetrahedron 2006, 62, 6589–6593 (Ni Coupling) Org. Lett. 2021, 23, 5452–5456. (Ni Coupling) Inorg. Chem. 1971, 10, 889–892 (HFIP-Al complex) Angew. Chem. Int. Ed. 2005, 44, 1924–1942. (Acid Catalysis in Friedel-Crafts Reactions) Eur. J. Org. Chem. 2015, 7460–7467 (BBr3 Demethylation) J. Am. Chem. Soc. 1955, 77, 6042–6045 (Benkeser Reduction) 0:00 Introduction 0:55 Himgaline- Challenges 1:16 Retrosynthesis 1:56 Enolate Formation 2:15 Simmons-Smith Cyclopropanation 3:28 Friedel-Crafts Reaction 4:26 Pyridine Reduction 4:56 Demethylation 5:28 Reductive Amination 5:48 Benkeser Reduction 6:36 Aza-Michael Addition