Journal
SYNLETT
Volume 29, Issue 5, Pages 627-629Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1591731
Keywords
alkenylaluminums; aluminum carbenoids; cyclopropanation; rearrangement; allylic amines
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Funding
- Department of Chemistry and Material Sciences of the Russian Academy of Sciences [1-OKhNM]
- Russian Foundation for Basic Research [16-03-00935]
- RF [Sci. Sh.-6651.2016.3]
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The reaction of diiodomethane and triethylaluminum with substituted 1-alkenylaluminums obtained by the Zr-catalyzed carbo- or cycloalumination of mono- or dialkyl-substituted alkynes resulted in the selective formation of di- and tetrasubstituted cyclopropanes. 1-Alkenylaluminums prepared from substituted propargylamines reacted with diiodomethane and triethylaluminum to give substituted allylamines. A plausible mechanism for the reaction of the 1-alkenylaluminums with diiodomethane/triethylaluminum is proposed.
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