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How Can We Make This: Phlegmadine B with Aidan Looby, Eleanor Landwehr, and Prof. Jeff Johnson

In today's installment of "How Can We Make This?", Aidan (@aplooby28) is joined by Ph.D. candidate Eleanor Landwehr (@EleanorMLandwe1) of Prof. Ryan Shenvi's lab at the Scripps Research Institute and Prof. Jeff Johnson at the University of North Carolina at Chapel Hill as they discuss the total synthesis of Phlegmadine B. References: Isolation of Phlegmadine B: Zhao Tetrahedron Lett., 2020, 61, 151381 Aidan's Route: Construction of 5,6,5 tricyclic core: J. Am. Chem. Soc., 2023, 145, 21170 Utility of Nazarov-like cyclizations in natural product synthesis: Nat. Comm., 2022, 13, 2335 Delta-addition of a,b,g,d-unsaturated ketones: Bull. Korean Chem. Soc., 2010, 31, 551 and J. Am. Chem. Soc., 2022, 144, 16332 Protection of enones in presence of ketone: Tetrahedron Lett., 1980, 21, 1357 Cooperative Hydrogen Atom Transfer: J. Am. Chem. Soc., 2020, 142, 19316 (Hear from Prof. Julian West here!    • The SW Pod: Professor Julian West  ) Ketone Walking: J. Am. Chem. Soc., 2023, 145, 19496 (See research spotlight here!    • Late-stage Molecular Editing via Keto...  ) Using benzotriazoles for acylations: J. Org. Chem., 2000, 65, 3679 Additional Resources: Org. Lett., 2020, 22, 120 J. Org. Chem., 1989, 54, 5958 Eleanor's Route: Giese additions: Chem. Sci., 2017, 8, 7998 Science, 2016, 354, 623 Photochemical Giese addition with (TMS)3SiH: Chem. Sci., 2018, 6639 Ethynyl aldehyde from Garner's aldehyde: Amino Acids, 2005, 29, 81 Mitsunobu possibilities: Tetrahedron Lett., 1998, 39, 8275 Tetrahedron Lett., 1995, 36, 9555 J. Org. Chem., 2017, 82, 6604 Want more from Eleanor? Check out her total syntheses of GB22, GB13, and Himgaline highlighted on the channel!    • Synthesis Workshop: Total Syntheses o...