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Taking advantage of lithium monohalocarbenoid intrinsic α-elimination in 2-MeTHF: controlled epoxide ring-opening en route to halohydrins

2021; Royal Society of Chemistry; Volume: 19; Issue: 9 Linguagem: Inglês

10.1039/d0ob02407d

1477-0539

Laura Ielo, Margherita Miele, Veronica Pillari, Raffaele Senatore, Salvatore Mirabile, Rosaria Gitto, Wolfgang Hölzer, Andrés R. Alcántara, Vittorio Pace,

Chemical Synthesis and Analysis

Lithium monohalocarbenoids are useful synthons for conducting C1-homologations, although their high tendency to undergo degradative α-elimination, leading to a lithium halide and a free carbene, is the main drawback for expanding their use in synthesis.