z-logo
Premium
A Triazole‐Substituted Aryl Iodide with Omnipotent Reactivity in Enantioselective Oxidations
Author(s) -
Abazid Ayham H.,
Nachtsheim Boris J.
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201912023
Subject(s) - enantioselective synthesis , reactivity (psychology) , substituent , chemistry , iodide , aryl , selectivity , combinatorial chemistry , catalysis , triazole , organic chemistry , alternative medicine , pathology , medicine , alkyl
A widely applicable triazole‐substituted chiral aryl iodide is described as catalyst for enantioselective oxidation reactions. The introduction of a substituent in ortho‐position to the iodide is key for its high reactivity and selectivity. Besides a robust and modular synthesis, the main advantage of this catalyst is the excellent performance in a plethora of mechanistically diverse enantioselective transformations, such as spirocyclizations, phenol dearomatizations, α‐oxygenations, and oxidative rearrangements. DFT‐calculations of in situ generated [hydroxy(tosyloxy)iodo]arene isomers give an initial rational for the observed reactivity.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom