Stereospecific Amination of Alkylboronic Esters

A Protocol for Direct Stereospecific Amination of Primary, Secondary, and Tertiary Alkylboronic Esters: E. K. Edelstein, A. C. Grote, M. D. Palkowitz, J. P. Morken
Synlett 2018, DOI: 10.1055/s-0037-1610172


Simple synthetic protocols for installing amino groups onto readily available precursors to form primary, secondary and tertiary alkyl amines are in great demand by organic chemists, especially if the sterechemistry of the process can be controlled. Recently, the group of Professor James P. Morken from Boston College (USA) reported a new versatile, stereospecific and user-friendly procedure for achieving this transformation, using alkylboronic esters as substrates and methoxyamine as aminating agent, with potassium tert-butylate as base.

Professor Morken said: “We hope this protocol will be useful to the many chemists who are developing stereoselective borylation reactions as it allows conversion to amine derivatives by a very simple procedure!”
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