Organic Chemistry Portal

Abstracts

Search:

[4-Iodo-3-(isopropylcarbamoyl)phenoxy]acetic Acid as a Highly Reactive and Easily Separable Catalyst for the Oxidative Cleavage of Tetrahydrofuran-2-methanols to γ-Lactones

Takayuki Yakura*, Tomoya Fujiwara, Hideyuki Nishi, Yushi Nishimura, Hisanori Nambu

*Graduate School of Medicine and Pharmaceutical Sciences, University of Toyama, Sugitani, Toyama 930-0194, Japan, Email: yakurapha.u-toyama.ac.jp

T. Yakura, T. Fujiwara, H. Nishi, Y. Nishimura, H. Nambu, Synlett, 2018, 29, 2316-2320.

DOI: 10.1055/s-0037-1610657 (free Supporting Information)


Abstract

[4-Iodo-3-(isopropylcarbamoyl)phenoxy]acetic acid is a highly reactive and easily separable catalyst for the oxidative cleavage of tetrahydrofuran-2-methanols to γ-lactones in the presence of Oxone as the  terminal oxidant.The catalyst and product were easily separated by only liquid-liquid separation without chromatography.

see article for more examples



Key Words

hypervalent iodine compounds, iodobenzamide, lactones, organocatalysis, oxidative cleavage, Oxone


ID: J72-Y2018