γ,δ,ε-C(sp(3))-H Functionalization Through Directed Radical H-Abstraction

Overview

Journal J Am Chem Soc

Publisher American Chemical Society

Specialty Chemistry

Date 2015 Apr 28

PMID 25915558

Citations 28

Authors

Tao Liu

Tian-Sheng Mei

Jin-Quan Yu

Affiliations

Soon will be listed here.

Abstract

Aliphatic amides are selectively functionalized at the γ- and δ-positions through directed radical 1,5 and 1,6 H-abstractions, respectively. The initially formed γ- or δ-lactams are intercepted by N-iodosuccinimide and trimethylsilyl azide, leading to double and triple C-H functionalizations at the γ-, δ-, and ε-positions. This new reactivity is exploited to convert alkyls into amino alcohols and allylic amines.

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