Stereo-controlled anti-hydromagnesiation of aryl alkynes by magnesium hydrides

Stereo-controlled anti-hydromagnesiation of aryl alkynes by magnesium hydrides

A concise protocol for anti-hydromagnesiation of aryl alkynes was established using 1 : 1 molar combination of sodium hydride (NaH) and magnesium iodide (MgI2) without the aid of any transition metal catalysts. The resulting alkenylmagnesium intermediates could be trapped with a series of electrophi...

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Bibliographic Details
Main Authors: Wang, Bin, Ong, Derek Yiren, Li, Yihang, Pang, Jia Hao, Watanabe, Kohei, Takita, Ryo, Chiba, Shunsuke
Other Authors: School of Physical and Mathematical Sciences
Format: Journal Article
Language:English
Published: 2022
Subjects:
Science::Chemistry
Catalysts
Hydrides
Online Access:https://hdl.handle.net/10356/154834
Description
Summary:A concise protocol for anti-hydromagnesiation of aryl alkynes was established using 1 : 1 molar combination of sodium hydride (NaH) and magnesium iodide (MgI2) without the aid of any transition metal catalysts. The resulting alkenylmagnesium intermediates could be trapped with a series of electrophiles, thus providing facile accesses to stereochemically well-defined functionalized alkenes. Mechanistic studies by experimental and theoretical approaches imply that polar hydride addition from magnesium hydride (MgH2) is responsible for the process.

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