| dc.contributor.author | Sedano Labrador, Carlos | |
| dc.contributor.author | Velasco, Rocío | |
| dc.contributor.author | Suárez Pantiga, Samuel | |
| dc.contributor.author | Sanz Díez, Roberto | |
| dc.date.accessioned | 2020-10-29T11:32:16Z | |
| dc.date.available | 2020-10-29T11:32:16Z | |
| dc.date.issued | 2020-10 | |
| dc.identifier.issn | 1523-7060 | |
| dc.identifier.uri | http://hdl.handle.net/10259/5535 | |
| dc.description.abstract | α-Lithiobenzyl ethers, generated by selective α-lithiation, undergo an aldol-Tishchenko reaction upon treatment with carboxylic esters and paraformaldehyde. The reaction of the organolithium with the carboxylate generates an intermediate enolate that, after formaldehyde addition, affords 1,2,3-triol derivatives in a straightforward and one-pot manner. These products are obtained as single diastereoisomers bearing a quaternary stereocenter. The complete diastereocontrol of the aldol-Tishchenko process is attributed to stereoelectronic preferences in the transition state. | es |
| dc.description.sponsorship | Ministerio de Ciencia e Innovación and FEDER (CTQ2016-75023-C2-1-P) and Junta de Castilla y León and FEDER (BU291P18) | es |
| dc.format.mimetype | application/pdf | |
| dc.language.iso | eng | es |
| dc.publisher | American Chemical Society | es |
| dc.relation.ispartof | Organic Letters. 2020, V. 22, n. 20, p. 8070–8075 | es |
| dc.subject | Reaction products | es |
| dc.subject | Aldehydes | es |
| dc.subject | Ethers | es |
| dc.subject | Pharmaceuticals | es |
| dc.subject | Aldol reactions | es |
| dc.subject.other | Química orgánica | es |
| dc.subject.other | Chemistry, Organic | en |
| dc.title | Merging α-Lithiation and Aldol-Tishchenko Reaction to Construct Polyols from Benzyl Ethers | es |
| dc.type | info:eu-repo/semantics/article | es |
| dc.rights.accessRights | info:eu-repo/semantics/openAccess | es |
| dc.relation.publisherversion | https://doi.org/10.1021/acs.orglett.0c03014 | es |
| dc.identifier.doi | 10.1021/acs.orglett.0c03014 | |
| dc.relation.projectID | info:eu-repo/grantAgreement/MICINN/CTQ2016-75023-C2-1-P | |
| dc.relation.projectID | info:eu-repo/grantAgreement/JCyL/BU291P18 | |
| dc.identifier.essn | 1523-7052 | |
| dc.journal.title | Organic Letters | es |
| dc.volume.number | 22 | es |
| dc.issue.number | 20 | es |
| dc.page.initial | 8070 | es |
| dc.page.final | 8075 | es |
| dc.type.hasVersion | info:eu-repo/semantics/acceptedVersion | es |
