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

Takehiko Yoshimitsu, Yoshimasa Arano, Hiroto Nagaoka

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

The α-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.

Original languageEnglish
Pages (from-to)625-627
Number of pages3
JournalJournal of Organic Chemistry
Volume68
Issue number2
DOIs
Publication statusPublished - Jan 24 2003
Externally publishedYes

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tert-Butylhydroperoxide
Aldehydes
Cyclic Ethers
tetrahydrofuran
triethylborane

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Hydroxyalkylation of α-C-H bonds of tetrahydrofuran with aldehydes in the presence of triethylborane and tert-butyl hydroperoxide. / Yoshimitsu, Takehiko; Arano, Yoshimasa; Nagaoka, Hiroto.

In: Journal of Organic Chemistry, Vol. 68, No. 2, 24.01.2003, p. 625-627.

Research output: Contribution to journalArticle

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