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A total synthesis of (−)-strempeliopine is disclosed that enlists a powerful SmI 2 -mediated and BF 3 ·OEt 2 -initiated dearomative transannular radical cyclization onto an indole by an N -acyl α-aminoalkyl radical that is derived by single electron reduction of an in situ generated iminium ion for formation of a quaternary center and the strategic C19–C2 bond in its core structure.
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Zeng et al. (2021) studied this question.
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