86658-85-7Relevant academic research and scientific papers
Iron-Catalyzed Contrasteric Functionalization of Allenic C(sp2)-H Bonds: Synthesis of α-Aminoalkyl 1,1-Disubstituted Allenes
Durham, Austin C.,Murphy, Ethan,Palermo, Philip N.,Scrivener, Sarah G.,Wang, Ruihan,Wang, Yi-Ming,Wang, Yidong,Zuo, Xiao-Dong
supporting information, p. 14998 - 15004 (2021/09/30)
An iron-catalyzed C-H functionalization of simple monosubstituted allenes is reported. An efficient protocol for this process was made possible by the use of a newly developed electron-rich and sterically hindered cationic cyclopentadienyliron dicarbonyl complex as the catalyst andN-sulfonyl hemiaminal ether reagents as precursors to iminium ion electrophiles. Under optimized conditions, the use of a mild, functional-group-tolerant base enabled the conversion of a range of monoalkyl allenes to their allenylic sulfonamido 1,1-disubstituted derivatives, a previously unreported and contrasteric regiochemical outcome for the C-H functionalization of electronically unbiased and directing-group-free allenes.
Copper-Catalyzed Propargylic Reduction with Diisobutylaluminum Hydride
Kim, Yuna,Lee, Hanseul,Park, Sunga,Lee, Yunmi
supporting information, p. 5478 - 5481 (2018/09/13)
A mild and efficient method for the synthesis of allenes through selective copper-catalyzed hydride addition to propargylic chlorides using commercially available diisobutylaluminum hydride has been developed. This transformation, which is promoted by a readily accessible N-heterocyclic carbene-copper complex, provides a wide range of new and versatile functionalized allenes in good to excellent yields with high regio- A nd stereoselectivities.
