2026-04-17T05:20:29Zhttps://recercat.cat/oai/request

oai:recercat.cat:2072/3560582024-12-20T17:09:44Zcom_2072_300912com_2072_4427col_2072_301309

2019-05-22T14:41:21Z urn:hdl:2072/356058 Carbon Dioxide as a Protecting Group: Highly Efficient and Selective Catalytic Access to Cyclic Cis-Diol Scaffolds Laserna, Victor Fiorani, Giulia Whiteoak, Christopher J. Martin, Eddy Escudero-Adán, Eduardo Kleij, Arjan W. The efficient and highly selective formation of a wide range of (hetero)cyclic cis-diol scaffolds using powerful aminotriphenolate- based metal catalysts is reported. The key intermediates are cyclic carbonates that are derived in high yield and with high levels of diastereo- and chemo-selectivity from the parent oxirane precursors and carbon dioxide (CO2). Deprotection of the carbonate structures affords synthetically useful cis-diol scaffolds with different ring sizes incorporating various functional groups. This atom-efficient methodology allows for simple construction of diol synthons using cheap and accessible precursors and green metal catalysts, and showcases the use of CO2 as a temporary protecting group. 2019-05-22T14:41:21Z 2024-04-23T10:42:46Z 2019-05-22T14:41:21Z 2024-04-23T10:42:46Z 2014-09-22 info:eu-repo/semantics/article info:eu-repo/semantics/acceptedVersion http://hdl.handle.net/2072/356058 https://doi.org/10.1002/anie.201406645 eng info:eu-repo/semantics/openAccess L'accés als continguts d'aquest document queda condicionat a l'acceptació de les condicions d'ús establertes per la següent llicència Creative Commons:http://creativecommons.org/licenses/by-nc-nd/4.0/ RECERCAT (Dipòsit de la Recerca de Catalunya)