An organic chemistry minilecture on the 'Concise Total Synthesis of (−)-Bipolarolide D' by Shengling Sun, Qi Wei, Yufei Liu, and Zhaohong Lu*. It features a highly effective [6+6] cycloaddition, a ring closing Heck Coupling and a Babler -Dauben Oxidation.
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References:
J. Am. Chem. Soc. 2024, 146, 21, 14427-14432 (This work)
Angew. Chem., Int. Ed. 2019, 58, 12091−12095 (Isolation)
Organic Reactions, 1-221. (PDC Oxidation)
J. Am. Chem. Soc. 2011, 133, 20175−20185 ([6+2] cycloaddition)
J. Org. Chem. 1991, 56, 4093−4094 (Heck)
Tetrahedron 1993, 49, 1773−1782 (Heck)
J. Am. Chem. Soc. 2017, 139, 10, 3643-3646 (Rh Isomerization)
Chem. Rev. 2003, 103, 1, 27-52 (Allylic Oxidation)
J. Am. Chem. Soc. 1950, 72, 1, 218-219 (Butenyl Grignard Addition)
6 сен 2024