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. 2003 Jan 24;68(2):625-7.
doi: 10.1021/jo020590e.

Hydroxyalkylation of alpha-C-H bonds of tetrahydrofuran with aldehydes in the presence of triethylborane and tert-butyl hydroperoxide

Takehiko Yoshimitsu  1 , Yoshimasa Arano, Hiroto Nagaoka
Affiliations

Hydroxyalkylation of alpha-C-H bonds of tetrahydrofuran with aldehydes in the presence of triethylborane and tert-butyl hydroperoxide

Takehiko Yoshimitsu et al. J Org Chem. .

Abstract

The alpha-hydroxyalkylation of tetrahydrofuran with aldehydes via radical C-H abstraction was conducted using triethylborane in the presence of tert-butyl hydroperoxide. This study presents a rare instance of direct intermolecular radical addition of unactivated cyclic ether to aldehydes.

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