This study presents the indium-mediated three-component radical Reformatsky-type allylation of --butanesulfinyl iminoester with 1,3-butadiene. This novel approach offers a rapid synthesis pathway to valuable homoallylic noncanonical amino acids, demonstrated with over 30 examples showing nice regio- and diastereoselectivity. Mechanism studies revealed that allylindium complexes served as key intermediates, formed through a single-electron reduction of allylic radicals by Indium species.
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http://dx.doi.org/10.1021/acs.orglett.4c04086 | DOI Listing |
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