Contra-thermodynamic Olefin Isomerization by Chain-Walking Hydroboration and Dehydroboration
作者:Steven Hanna、Brandon Bloomer、Nicodemo R. Ciccia、Trevor W. Butcher、Richard J. Conk、John F. Hartwig
DOI:10.1021/acs.orglett.1c03124
日期:2022.2.4
chain-walking hydroboration to create a one-pot, contra-thermodynamic, short- or long-range isomerization of internal olefins to terminal olefins. This dehydroboration occurs by a sequence comprising activation with a nucleophile, iodination, and base-promoted elimination. The isomerization proceeds at room temperature without the need for a fluoride base, and the substrate scope of this isomerization is expanded
我们报道了一种脱硼氢反应工艺,该工艺可以与链式硼氢化反应相结合,产生内烯烃到末端烯烃的一锅、反热力学、短程或长程异构化。该脱硼氢反应通过包含亲核试剂活化、碘化和碱促进消除的序列发生。异构化在室温下进行,不需要氟化物碱,并且这种异构化的底物范围比我们之前报道的硅烷异构化的底物范围扩大了。