2026-04-17T13:47:28Zhttps://recercat.cat/oai/request

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

00925njm 22002777a 4500 dc Laserna, Victor author Fiorani, Giulia author Whiteoak, Christopher J. author Martin, Eddy author Escudero-Adán, Eduardo author Kleij, Arjan W. author 2014-09-22 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. http://hdl.handle.net/2072/356058 https://doi.org/10.1002/anie.201406645 Carbon Dioxide as a Protecting Group: Highly Efficient and Selective Catalytic Access to Cyclic Cis-Diol Scaffolds