Hydromagnesiation of 1,3-enynes by magnesium hydride for synthesis of tri- and tetra-substituted allenes.

Bin Wang,Yihang Li,J. Pang,Kohei Watanabe,Ryo Takita,S. Chiba

Published 2020 in Angewandte Chemie

ABSTRACT

A protocol for regio-controlled hydromagnesiation of 1,3-enynes was developed using magnesium hydride that is generated in situ by solvothermal treatment of sodium hydride (NaH) and magnesium iodide (MgI 2 ) in THF. The resulting allenylmagnesium species could be converted into tri- and tetra-substituted allenes by subsequent treatment with various carbon- and silicon-based electrophiles with the aid of CuCN as a catalyst.

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