Concepedia

Direct Stereospecific Amination of Alkyl and Aryl Pinacol Boronates

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

Journal of the American Chemical Society · 2012 · 266 citations · 32 references

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Concepts

Abstract

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

References

32

New N- and O-arylations with phenylboronic acids and cupric acetate

Dominic M. T. Chan, Kevin L. Monaco, Ru-Ping Wang et al. · Tetrahedron Letters · 1998 · 1.1K citations

, , +6

New aryl/heteroaryl CN bond cross-coupling reactions via arylboronic acid/cupric acetate arylation

Patrick Y. S. Lam, Charles G. Clark, Simon Saubern et al. · Tetrahedron Letters · 1998 · 1K citations

Synthesis of diaryl ethers through the copper-promoted arylation of phenols with arylboronic acids. An expedient synthesis of thyroxine

David A. Evans, Jeffrey L. Katz, Theodore R West · Tetrahedron Letters · 1998 · 845 citations

, , +6

Catalytic Asymmetric Hydroboration: Recent Advances and Applications in Carbon−Carbon Bond‐Forming Reactions

Cathleen M. Crudden, David Edwards · European Journal of Organic Chemistry · 2003 · 521 citations

, , +17

Organic syntheses via boranes;

Dietmar Seyferth · Journal of Organometallic Chemistry · 1976 · 475 citations

, , +2