dc.contributor.author |
Laserna, Victor |
dc.contributor.author |
Fiorani, Giulia |
dc.contributor.author |
Whiteoak, Christopher J. |
dc.contributor.author |
Martin, Eddy |
dc.contributor.author |
Escudero-Adán, Eduardo |
dc.contributor.author |
Kleij, Arjan W. |
dc.date.accessioned |
2019-05-22T14:41:21Z |
dc.date.available |
2019-05-22T14:41:21Z |
dc.date.issued |
2014-09-22 |
dc.identifier.uri |
http://hdl.handle.net/2072/356058 |
dc.format.extent |
10416 p. |
dc.language.iso |
eng |
dc.rights |
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/ |
dc.source |
RECERCAT (Dipòsit de la Recerca de Catalunya) |
dc.subject.other |
54 |
dc.title |
Carbon Dioxide as a Protecting Group: Highly Efficient and Selective Catalytic Access to Cyclic Cis-Diol Scaffolds |
dc.type |
info:eu-repo/semantics/article |
dc.type |
info:eu-repo/semantics/acceptedVersion |
dc.embargo.terms |
12 mesos |
dc.identifier.doi |
10.1002/anie.201406645 |
dc.rights.accessLevel |
info:eu-repo/semantics/openAccess |
dc.description.abstract |
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. |