Author, as appears in the article.: Cuenca AB; Fernández E
Department: Química Física i Inorgànica
e-ISSN: 1460-4744
URV's Author/s: Fernández Gutiérrez, Maria Elena
Keywords: Stereoselective-synthesis Ketones Generation Esters Deprotonation Carbonyl-compounds Carbanions Bis(ethylenedioxyboryl)methide Aldehydes
Abstract: © The Royal Society of Chemistry. The condensation of easy manageable lithium α-bis(boryl)carbanions with carbonyl derivatives, the so-called boron-Wittig reaction, allows for the straightforward and often stereoselective formation of synthetically highly versatile metalloid-substituted alkenes, which are key building blocks on route to all-carbon substituted olefins. In this Tutorial review the concept behind this olefination reaction and its application to ketones, aldehydes and other carbonyl derivatives, such amides, ester and carboxylic acids, are presented in a systematic manner. A special emphasis has been placed on parameters controlling the stereochemical outcome of these transformations. To illustrate the great synthetic potential of this new methodological tool, a section is also included covering a selection of applications of the boron-Wittig reaction to target compounds via subsequent C-C bond-forming process. This journal is
Thematic Areas: Química Materiais General medicine General chemistry Ciências biológicas ii Ciência de alimentos Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemistry Antropologia / arqueologia
licence for use: https://creativecommons.org/licenses/by/3.0/es/
ISSN: 0306-0012
Author's mail: mariaelena.fernandez@urv.cat
Author identifier: 0000-0001-9025-1791
Record's date: 2024-07-27
Papper version: info:eu-repo/semantics/acceptedVersion
Link to the original source: https://pubs.rsc.org/en/content/articlelanding/2021/cs/d0cs00953a#!divAbstract
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Papper original source: Chemical Society Reviews. 50 (1): 72-86
APA: Cuenca AB; Fernández E (2021). Boron-Wittig olefination with: Gem -bis(boryl)alkanes. Chemical Society Reviews, 50(1), 72-86. DOI: 10.1039/d0cs00953a
Article's DOI: 10.1039/d0cs00953a
Entity: Universitat Rovira i Virgili
Journal publication year: 2021
Publication Type: Journal Publications