Saturated (C(sp3) B) Boronic Acid Derivatives DOI
Dawson J. Konowalchuk,

Olivia M. Schneider,

Dennis G. Hall

et al.

Elsevier eBooks, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Language: Английский

Cu-Catalyzed Diastereo- and Enantioselective Synthesis of Borylated Cyclopropanes with Three Contiguous Stereocenters DOI
Chao Gao, Kai Tang, Xi Yang

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 17, 2025

Direct synthesis of enantioenriched scaffolds with multiple adjacent stereocenters remains an important yet challenging task. Herein, we describe a highly diastereo- and enantioselective Cu-catalyzed alkylboration cyclopropenes, less reactive alkyl iodides as electrophiles, for the efficient tetra-substituted borylated cyclopropanes bearing three consecutive stereocenters. This protocol features mild conditions, broad substrate scope, good functional group tolerance, affording array chiral in to high yields excellent enantioselectivities. Detailed mechanistic experiments kinetic studies were conducted elucidate reaction pathway rate-determining step reaction. DFT calculations revealed that π···π stacking interaction between phenyl groups on phosphorus ligand, along smaller distortion CuL-Bpin part, contributed The synthetic utility was showcased by facile some valuable centers.

Language: Английский

Citations

5
Recent synthetic strategies for the functionalization of fused bicyclic heteroaromatics using organo-Li, -Mg and -Zn reagents DOI Creative Commons
V. Dhayalan,

Vishal S. Dodke,

Marappan Pradeep Kumar

et al.

Chemical Society Reviews, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

This review highlights the use of functionalized organo-Li, -Mg and -Zn reagents for construction selective functionalization 5- 6-membered fused bicyclic heteroaromatics. Special attention is given to discussion advanced syntheses preparation highly heteroaromatic scaffolds, including quinolines, naphthyridines, indoles, benzofurans, benzothiophenes, benzoxazoles, benzothiazoles, benzopyrimidines, anthranils, thienothiophenes, purine coumarins, chromones, quinolones phthalazines their heterocyclic derivatives. The organometallic used desired functionalizations these scaffolds are generally prepared

Language: Английский

Citations

3
Reactivity of 1,3-enyne MIDA boronates: exploration of novel 1,2-alkyne shift via gem-difluorination DOI Creative Commons
Samir Manna,

Debasis Aich,

Subrata Hazra

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(13), P. 4989 - 4995

Published: Jan. 1, 2024

Herein, we report the potential utility of 1,3-enyne MIDA boronates to access diverse gem -difluoro via novel 1,2-alkyne shift, various furan-based BCMs 5- endo-dig cyclization and iterative coupling partners hydroboration diboration reaction.

Language: Английский

Citations

2
Saturated (C(sp3) B) Boronic Acid Derivatives DOI
Dawson J. Konowalchuk,

Olivia M. Schneider,

Dennis G. Hall

et al.

Elsevier eBooks, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Language: Английский

Citations

1