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We propose that the reactivity of 15c might derive from intramolecular coordination of the alkene to palladium. This interaction results in occupation of the vacant site on the metal center, which is required for the β-hydride elimination that ulitmately leads to reduction of the vinyliodide.
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We propose that the reactivity of 15c might derive from intramolecular coordination of the alkene to palladium. This interaction results in occupation of the vacant site on the metal center, which is required for the β-hydride elimination that ulitmately leads to reduction of the vinyliodide.
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For additional examples of cross-coupling with 15c, see Table 1 in the Supporting Information.
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For additional examples of cross-coupling with 15c, see Table 1 in the Supporting Information.
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33
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35048883058
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Synthetic 1: [α]DRT, 89 deg cm 3 g-1 dm-1 (c, 0.55 g cm-3, MeOH, natural 1: [α]DRT, 91 deg cm 3 g-1 dm-1 (c, 0.66 g cm-3, MeOH, We thank Prof. Da-Yuan Zhu (Shanghai Institute of Materia Medica, Chinese Academy of Science) for providing us with the optical rotation of natural fawcettimine
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-3, MeOH). We thank Prof. Da-Yuan Zhu (Shanghai Institute of Materia Medica, Chinese Academy of Science) for providing us with the optical rotation of natural fawcettimine.
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For a review on organocatalysis in the synthesis of natural products, see
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