钯(0)催化的 C(sp(3) )-H 烯丙基化反应合成张力 γ-内酰胺及其在生物碱合成中的应用。
Synthesis of Strained γ-Lactams by Palladium(0)-Catalyzed C(sp(3) )-H Alkenylation and Application to Alkaloid Synthesis.
机构信息
Université Claude Bernard Lyon 1, CNRS UMR 5246, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, CPE Lyon, 43 Boulevard du 11 Novembre 1918, 69622, Villeurbanne, France.
University of Basel, Department of Chemistry, St. Johanns-Ring 19, 4056, Basel, Switzerland.
出版信息
Angew Chem Int Ed Engl. 2016 Feb 18;55(8):2805-9. doi: 10.1002/anie.201511457. Epub 2016 Jan 22.
A variety of strained α-alkylidene-γ-lactams were synthesized by palladium(0)-catalyzed intramolecular C(sp(3) )-H alkenylation from easily accessible acyclic and monocyclic bromoalkene precursors. These lactams are valuable intermediates for accessing various classes of mono- and bicylic alkaloids containing a pyrrolidine ring, as illustrated with the synthesis of an advanced model of the marine natural product plakoridine A and of the indolizidine alkaloid δ-coniceine.
通过钯(0)催化的分子内 C(sp(3) )-H 烯丙基化反应，从易得的无环和单环溴代烯前体合成了各种应变的α-亚烷基-γ-内酰胺。这些内酰胺是获得各种含有吡咯烷环的单环和双环生物碱的有价值的中间体，如海洋天然产物 plakoridine A 和吲哚里西啶生物碱 δ-coniceine 的高级模型的合成所示。
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