Broad scope gold(i)-catalysed polyenyne cyclisations for the formation of up to four carbon-carbon bonds.

Org Biomol Chem

Institute of Chemical Research of Catalonia (ICIQ), Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007 Tarragona, Spain. and Departament de QuímicaAnalítica i QuímicaOrgànica, UniversitatRovira i Virgili, C/ Marcel·li Domingo s/n, 43007 Tarragona, Spain.

Published: March 2017

The polycyclisation of polyenynes catalyzed by gold(i) has been extended for the first time to the simultaneous formation of up to four carbon-carbon bonds, leading to steroid-like molecules with high stereoselectivity in a single step with low catalyst loadings. In addition to terminal alkynes, bromoalkynes can also be used as initiators of polyene cyclisations, giving rise to synthetically useful cyclic bromoalkenes.

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Source
http://dx.doi.org/10.1039/c7ob00235aDOI Listing

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