Oxidative Amination with and without Metals

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Event details

Date 05.03.2014
Hour 17:1518:15
Speaker Prof. Kilian Muniz, ICIQ, Tarragona, Spain
Location
Category Conferences - Seminars
The first part of the lecture will focus on concepts for palladium catalysed synthesis of vicinal diamines from alkenes.1,2 Key methodology is the use of high oxidation state metal catalysis such as palladium(IV) catalysis.3 These reactions have been elaborated for terminal and internal alkenes with and proceed under complete regio- and diastereoselectivity.4,5 The final products can be converted readily into different ligand motifs.

Within our ongoing programme to develop new metal-free amination reactions, we have recently reported novel transformations using defined hypervalent iodine reagents in combination with bissulfonimides as nitrogen sources.6 Unprecedented transformations of this type include the first enantioselective diamination of alkenes (eq. 2)7,8 and first examples of selective diamination of butadienes.9 Related transformations including allylic amination10 and amination of acetylenes11 will also be discussed.
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(1) A. Iglesias, E. G. Pérez, K. Muñiz, Angew. Chem. Int. Ed. 2010, 49, 8109.
(2) K. Muñiz, J. Kirsch, P. Chávez, Adv. Synth. Catal. 2011, 353, 689.
(3) K. Muñiz, Angew. Chem. Int. Ed. 2009, 48, 9412.
(4) C. Martínez, K. Muñiz, Angew. Chem. Int. Ed. 2012 51, 7031.
(5) Á. Iglesias, R. Álvarez, Á. R. de Lera, K. Muñiz, Angew. Chem. Int. Ed. 2012 51, 2225.
(6) J. A. Souto, C. Martínez, I. Velilla, and K. Muñiz, Angew. Chem. Int. Ed. 2013, 52, 1324
(7) C. Röben, J. A. Souto, Y. González, A. Lishchynskyi, K. Muñiz, Angew. Chem. Int. Ed. 2011, 50, 9478.
(8) J. Souto, Y. González. A. Iglesias, D. Zian, A. Lishchynskyi, K. Muñiz, Chem. Asian J. 2012, 7, 1103.
(9) A. Lishchynskyi, K. Muñiz, Chem. Eur. J.. 2012, 18, 2213.
(10) J. A. Souto, D. Zian, K. Muñiz, K. J. Am. Chem. Soc. 2012, 134, 7242.
(11) J. A. Souto, P. Becker, A. Iglesias, K. Muñiz, K. J. Am. Chem. Soc. 2012, 134, 15505.

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