Total Synthesis of (−)-Caulamidine A

An organic chemistry minilecture on the ’Enantioselective Total Synthesis of (−)-Caulamidine A’ by Zhouyang Zhu and Thomas J. Maimone* It features an asymmetric prenylation, doubled displacement annulation and adiastereoselective Hydrogen Atom Transfer reaction. SUPPORT THE CHANNEL ON PATREON: NMR Spectroscopy in music: J. New Music Res. 2021, 50:5, 487-501 Socials: References: J. Am. Chem. Soc. 2023, 145, 14215−14220 (This work) . Prod. 2004, 67, 70−73 (Isolation) Chem. Sci. 2018, 9, 307−314 (Complete characterization) Nat. Catal. 2018, 1, 601−608 (Prenylation) Tetrahedron Lett. 2010, 51,3879−3882 (Amidation) Tetrahedron 2017, 73, 4233–4258 (Ozonolysis) J. Am. Chem. Soc. 2014, 136, 4, 1300–1303 (Mn Reduction) J. Am. Chem. Soc. 2014, 136, 6884−6887(Mn Reduction)