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Tandem Anionic oxy‐Cope Rearrangement/Oxygenation Reactions as a Versatile Method for Approaching Diverse Scaffolds
Author(s) -
Šimek Michal,
Bártová Kateřina,
Pohl Radek,
Císařová Ivana,
Jahn Ullrich
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201916188
Subject(s) - tandem , chemistry , combinatorial chemistry , oxygenation , materials science , composite material , ecology , biology
Tandem anionic oxy‐Cope rearrangement/radical oxygenation reactions provide δ,ϵ‐unsaturated α‐(aminoxy) carbonyl compounds, which serve as convenient precursors to diverse compound classes. Functionalized carbocycles are accessible by very rare all‐carbon 5‐ endo ‐trig cyclizations, but also common 5‐ exo ‐trig radical cyclizations, based on the persistent radical effect. The tandem reactions can be further extended by highly diastereoselective allylation or reduction steps to give complex scaffolds.