Recent progress on metal-catalyzed reactions will be presented – and those involving dirhodium,[1] CpRu [2], copper [3] and iridium [4] catalyzed decompositions of -diazocarbonyls in particular. Attention will be given to routes affording ylide intermediates and then functionally rich heterocyclic and macrocyclic derivatives. A large variety of stereoselective and enantiospecific transformations are available through these metal carbene reactions and subsequent ylide transformations.[1] Mechanistic investigations will be detailed during the lecture.

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[2] a) Y. Nikolova, B. Fabri, P. Moneva Lorente, A. Guarnieri-Ibanez, A. de Aguirre, Y. Soda, G. Pescitelli, F. Zinna, C. Besnard, L. Guenee, D. Moreau, L. Di Bari, E. Bakker, A. I. Poblador-Bahamonde, J. Lacour, Angew. Chem. Int. Ed. 2022, 61, e202210798; b) J. Vinas-Lobez, G. Levitre, A. De Aguirre, C. Besnard, A. I. Poblador-Bahamonde, J. Lacour, ACS Org. Inorg. Au 2021, 1, 11-17; c) T. Achard, L. Egger, C. Tortoreto, L. Guenee, J. Lacour, Helv. Chim. Acta 2020, 103, e2000190; d) T. Achard, C. Tortoreto, A. I. Poblador-Bahamonde, L. Guenee, T. Burgi, J. Lacour, Angew. Chem. Int. Ed. 2014, 53, 6140–6144; e) C. Tortoreto, T. Achard, W. Zeghida, M. Austeri, L. Guenee, J. Lacour, Angew. Chem. Int. Ed. 2012, 51, 5847-5851.
[3] a) C. Montagnon, R. Pertschi, C. Besnard, J. Lacour, Adv. Synth. Catal. 2024, DOI: 10.1002/adsc.202301399; b) S. Goudedranche, C. Besnard, L. Egger, J. Lacour, Angew. Chem. Int. Ed. 2016, 55, 13775-13779.

[4] Z. Zhong, C. Besnard, J. Lacour, Org. Lett. 2024, DOI: 10.1021/acs.orglett.1023c03929.