2024-03-28T09:38:26Zhttps://eprints.lib.hokudai.ac.jp/dspace-oai/requestoai:eprints.lib.hokudai.ac.jp:2115/739552022-11-17T02:08:08Zhdl_2115_52005hdl_2115_52004Copper(I)-catalysed regio- and diastereoselective intramolecular alkylboration of terminal allenes via allylcopper(I) isomerizationOzawa, YuIwamoto, HiroakiIto, Hajimeopen accessWe report the first copper(I)-catalysed intramolecular alkylboration of terminal allenes with an alkyl halide moiety. The reaction provides alkenylboronates bearing a four-membered ring structure with high regio- and diastereocontrol. A possible reaction mechanism is proposed, involving the facile isomerization of an allylcopper(I) intermediate. A DFT study explains the experimental regio- and diastereoselectivity.Royal Society of Chemistry2018-05-14engjournal articleAMhttp://hdl.handle.net/2115/73955https://doi.org/10.1039/c8cc02692k1359-7345Chemical communications543949914994https://eprints.lib.hokudai.ac.jp/dspace/bitstream/2115/73955/1/Manuscript.pdfapplication/pdf290.24 KB2018-05-14