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- W2088544827 abstract "A highly convergent second-generation synthesis of (+)-phorboxazole A has been achieved. Highlights of the synthetic approach include improved Petasis-Ferrier union/rearrangement conditions on a scale to assemble multigram quantities of the C(11-15) and C(22-26) cis-tetrahydropyrans inscribed with the phorboxazole architecture, a convenient method to prepare E- and Z-vinyl bromides from TMS-protected alkynes utilizing radical isomerization of Z-vinylsilanes, and a convergent late-stage Stille union to couple a fully elaborated C(1-28) macrocyclic iodide with a C(29-46) oxazole stannane side chain to establish the complete phorboxazole skeleton. The synthesis, achieved with a longest linear sequence of 24 steps, proceeded in 4.6% overall yield." @default.
- W2088544827 created "2016-06-24" @default.
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- W2088544827 date "2008-01-24" @default.
- W2088544827 modified "2023-10-18" @default.
- W2088544827 title "A Second-Generation Total Synthesis of (+)-Phorboxazole A" @default.
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- W2088544827 doi "https://doi.org/10.1021/jo7018152" @default.
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