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. 2022 Oct 25;87(22):15333–15349. doi: 10.1021/acs.joc.2c01914

Scheme 3. Synthesis of Compound (7epi)-8.

Scheme 3

Reagents and conditions: (a) Grubbs II, DCM, 40 °C, 2 h, 92%; (b) n-BuLi, TIPSCl, 1:1 THF/DMF, −80 to −35 °C, 1.5 h, 97%; (c) GH-II, methyl acrylate, PhMe, 80 °C, 25 h, 51% (+41% 9); (d) CuCl, TMSCl, MeMgBr, THF, −42 to −22 °C, 1 h, quant.