Results
Title

Site‐Selective (Z)‐α‐Borylalkenyl Copper Systems for Nucleophilic Stereodefined Allylic Coupling.

Authors

Pujol, Mireia; Maza, Ricardo J.; Salvado, Oriol; Carbó, Jorge J.; Fernández, Elena

Abstract

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

Subjects

COPPER; DIOLEFINS; AROMATIZATION; RING formation (Chemistry); BROMIDES

Publication

Angewandte Chemie, 2022, Vol 134, Issue 37, p1

ISSN

0044-8249

Publication type

Academic Journal

DOI

10.1002/ange.202208495