Author, as appears in the article.: Miralles, Nuria; Maza, Ricardo J.; Fernandez, Elena;
Department: Química Física i Inorgànica
URV's Author/s: Fernández Gutiérrez, Maria Elena / MIRALLES PRAT, NURIA
Keywords: Mechanism Diborylmethane Cross-coupling Borylmethylation 1,1-diborylalkanes
Abstract: gem‐Diborylalkanes have emerged as efficient reagents for synthesizing organoboron compounds through selective C−C bond‐forming reactions. Activation of the 1,1‐diborylalkanes generates carbanions with enhanced stability that are able to react with a series of electrophiles, carbonyl compounds, imines and epoxides to promote formation of a new C−C bond. These new sets of reactions have become general for a wide range of substrates and they can be understood by alternative mechanisms that justify the potential use of these reagents. The formation of C-C(B) bonds can be achieved with chemo‐, diastereo‐ and enantioselectivity, because the nucleophilc α‐boryl or α‐diboryl carbanions attack in a stereoselective manner, by means of the catalyst involved. The synthesis of gem‐diborylalkanes has also been promoted by innovative methods and facilitates access to multiborylated reagents with different substituents and properties.
Thematic Areas: Química Organic chemistry Materiais Engenharias iv Engenharias ii Ciências biológicas ii Ciência de alimentos Chemistry, organic Chemistry, applied Catalysis Biodiversidade Astronomia / física
licence for use: https://creativecommons.org/licenses/by/3.0/es/
ISSN: 16154150
Author's mail: mariaelena.fernandez@urv.cat
Author identifier: 0000-0001-9025-1791
Record's date: 2024-09-07
Papper version: info:eu-repo/semantics/acceptedVersion
Link to the original source: https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.201701390
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Papper original source: Advanced Synthesis & Catalysis. 360 (7): 1306-1327
APA: Miralles, Nuria; Maza, Ricardo J.; Fernandez, Elena; (2018). Synthesis and reactivity of 1,1-diborylalkanes towards C-C bond formation and related mechanisms. Advanced Synthesis & Catalysis, 360(7), 1306-1327. DOI: 10.1002/adsc.201701390
Article's DOI: 10.1002/adsc.201701390
Entity: Universitat Rovira i Virgili
Journal publication year: 2018
Publication Type: Journal Publications
Repositori URV