Direct Stereospecific Amination of Alkyl and Aryl Pinacol Boronates

Scott N. Mlynarski, Alexander S. Karns and James P. Morken*

*Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, United States, Email: morkenbc.edu

S. N. Mlynarski, A. S. Karns, J. P. Morken, J. Am. Chem. Soc., 2012, 134, 16449-16451.

DOI: 10.1021/ja305448w

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Abstract

The direct amination of alkyl and aryl pinacol boronates with lithiated methoxyamine provides aliphatic and aromatic amines, stereospecifically, and without preactivation of the boronate substrate.

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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, 29, 1749-1752.

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Key Words

protected primary amines, anilines

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ID: J48-Y2012-3190