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

doi:10.1021/jo020590e

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 journal › Article › peer-review

41 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 language	English
Pages (from-to)	625-627
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	68
Issue number	2
DOIs	https://doi.org/10.1021/jo020590e
Publication status	Published - Jan 24 2003
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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

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.",

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AU - Yoshimitsu, Takehiko

AU - Arano, Yoshimasa

AU - Nagaoka, Hiroto

PY - 2003/1/24

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N2 - 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.

AB - 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.

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

Abstract

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