Volume 18, Issue 33 p. 10092-10142
Review

Direct α-Functionalization of Saturated Cyclic Amines

Dr. Emily A. Mitchell

Dr. Emily A. Mitchell

Organic Synthesis, University of Antwerp, Groenenborgerlaan 171, 2020 Antwerp (Belgium), Fax: (+32) 32653233

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Dr. Aldo Peschiulli

Dr. Aldo Peschiulli

Organic Synthesis, University of Antwerp, Groenenborgerlaan 171, 2020 Antwerp (Belgium), Fax: (+32) 32653233

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Dr. Nicolas Lefevre

Dr. Nicolas Lefevre

Organic Synthesis, University of Antwerp, Groenenborgerlaan 171, 2020 Antwerp (Belgium), Fax: (+32) 32653233

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Dr. Lieven Meerpoel

Dr. Lieven Meerpoel

Janssen Research & Development, Janssen Pharmaceutica N.V. Turnhoutseweg 30, 2340 Beerse (Belgium)

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Prof. Dr. Bert U. W. Maes

Corresponding Author

Prof. Dr. Bert U. W. Maes

Organic Synthesis, University of Antwerp, Groenenborgerlaan 171, 2020 Antwerp (Belgium), Fax: (+32) 32653233

Organic Synthesis, University of Antwerp, Groenenborgerlaan 171, 2020 Antwerp (Belgium), Fax: (+32) 32653233Search for more papers by this author
First published: 24 July 2012
Citations: 421

Graphical Abstract

On the bumpy road to direct success: With a growing number of convenient synthetic methodologies at hand, the direct α-functionalization of cyclic amines has become more straightforward than ever before. This Review covers the recent methodological advances in this challenging field (from the end of 2006) and classifies them according to their associated in situ formed reactive intermediates.

Abstract

Recent advances in synthetic methods for the direct α-functionalization of saturated cyclic amines are described. Methods are categorized according to the in situ formed reactive intermediate (α-amino cation, α-amino anion, and α-amino radical). Transition-metal-catalyzed reactions involving other intermediates have been treated as a separate and fourth class.