Site‐Selective (Z)‐α‐Borylalkenyl Copper Systems for Nucleophilic Stereodefined Allylic Coupling DOI Creative Commons
Mireia Pujol, Ricardo J. Maza, Oriol Salvadó

et al.

Angewandte Chemie, Journal Year: 2022, Volume and Issue: 134(37)

Published: July 20, 2022

Abstract 1,1‐Diborylalkenes can be transformed into ( Z )‐skipped dienes through Cu I ‐phosphine catalyzed allylic coupling reactions. The energetically preferred formation of )‐α‐borylalkenyl copper (I) species and the subsequent nucleophilic attack, explains stereoselective substitution with allyl bromides. eventual treatment NaO t Bu promotes cyclization/aromatization patterns via enyne intermediates.

Language: Английский

Alkenylboronic Ester Activation to Nucleophilic Addition and Electrophilic Trapping with Carbonyl Groups DOI
Elena Fernández, Sara González

Synlett, Journal Year: 2022, Volume and Issue: 34(12), P. 1409 - 1414

Published: Sept. 30, 2022

Abstract Carbolithiation of (1-phenylvinyl)boronic acid pinacol ester with tert-butyllithium was used to generate α-phenylboryl carbanions that reacted in a straightforward manner carbonyl groups through boron–Wittig sequence. When unhindered α,β-unsaturated compounds were used, 1,4-addition the observed over

Language: Английский

Citations

1
Delocalization quantitatively mapped for prototypic organic nitroanions as well as azidoform anions DOI Creative Commons
Anatoly M. Belostotskii

RSC Advances, Journal Year: 2023, Volume and Issue: 13(48), P. 33786 - 33796

Published: Jan. 1, 2023

QM affords three new insights into chemical structure and reactivity of homoleptic organic anions: chemically telling delocalization maps, a hypothesis the cause instability nitro compounds, discovered one-resonance azido groups.

Language: Английский

Citations

0
Site‐Selective (Z)‐α‐Borylalkenyl Copper Systems for Nucleophilic Stereodefined Allylic Coupling DOI Creative Commons
Mireia Pujol, Ricardo J. Maza, Oriol Salvadó

et al.

Angewandte Chemie, Journal Year: 2022, Volume and Issue: 134(37)

Published: July 20, 2022

Abstract 1,1‐Diborylalkenes can be transformed into ( Z )‐skipped dienes through Cu I ‐phosphine catalyzed allylic coupling reactions. The energetically preferred formation of )‐α‐borylalkenyl copper (I) species and the subsequent nucleophilic attack, explains stereoselective substitution with allyl bromides. eventual treatment NaO t Bu promotes cyclization/aromatization patterns via enyne intermediates.

Language: Английский

Citations

0