Cagiao Marcote, DavidVarela Sandá, IvánFernández Casado, JaimeMascareñas Cid, José LuisLópez García, Fernando2019-03-212019-11-072018Marcote, D., Varela, I., Fernández-Casado, J., Mascareñas, J., & López, F. (2018). Gold(I)-Catalyzed Enantioselective Annulations between Allenes and Alkene-Tethered Oxime Ethers: A Straight Entry to Highly Substituted Piperidines and aza-Bridged Medium-Sized Carbocycles. Journal Of The American Chemical Society, 140(48), 16821-16833. doi: 10.1021/jacs.8b103880002-7863http://hdl.handle.net/10347/18461NOTICE: This is the peer reviewed version of the following article: Marcote, D. C., Varela, I., Fernández-Casado, J., Mascareñas, J.L., López*, F. (2019), Gold(I)–catalyzed enantioselective annulations between allenes and alkene-tethered oxime ethers: A straight entry to highly substituted piperidines and aza-bridged medium-sized carbocycles. J. Am. Chem. Soc., 140, 16821-16833 [doi: 10.1021/jacs.8b10388]. This article may be used for non-commercial purposes in accordance with ACS Terms and Conditions for self-archivingPiperidine scaffolds are present in a wide range of bioactive natural products and are therefore considered as highly valuable, privileged synthetic targets. In this manuscript, we describe a gold-catalyzed annulation strategy that allows a straightforward assembly of piperidines and piperidine-containing aza-bridged products from readily available alkene-tethered oxime ethers (or esters) and N-allenamides. Importantly, we demonstrate the advantages of using oxime derivatives over imines, something pertinent to the whole area of gold catalysis, and provide relevant mechanistic experiments that shed light into the factors affecting the annulation processes. Moreover, we also describe preliminary experiments demonstrating the viability of enantioselective versions of the above reactionseng© 2018 American Chemical Society. This article may be used for non-commercial purposes in accordance with ACS Terms and Conditions for self-archivingjournal article10.1021/jacs.8b103881520-5126open access