An efficient and extremely mild method for protecting alcohols as 2-tetrahydrofuranyl ethers

J M  Barks; B C  Gilbert; A F  Parsons; B  Upeandran

An efficient and extremely mild method for protecting alcohols as 2-tetrahydrofuranyl ethers

J M Barks, B C Gilbert, A F Parsons, B Upeandran

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

Reaction of primary or secondary alcohols with BrCCl3 and tetrahydrofuran, usually in the presence of 2,4,6-collidine, leads to the formation of 2-tetrahydrofuranyl ethers in good to excellent yield (56-92%). The reaction mechanism is believed to involve a free-radical chain reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.

Original language	English
Pages (from-to)	6249-6252
Number of pages	4
Journal	Tetrahedron Letters
Volume	41
Issue number	32
Publication status	Published - 5 Aug 2000

Keywords

acetals
protecting groups
radicals and radical reactions
oxygen heterocycles

Cite this

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title = "An efficient and extremely mild method for protecting alcohols as 2-tetrahydrofuranyl ethers",

abstract = "Reaction of primary or secondary alcohols with BrCCl3 and tetrahydrofuran, usually in the presence of 2,4,6-collidine, leads to the formation of 2-tetrahydrofuranyl ethers in good to excellent yield (56-92%). The reaction mechanism is believed to involve a free-radical chain reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.",

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author = "Barks, {J M} and Gilbert, {B C} and Parsons, {A F} and B Upeandran",

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T1 - An efficient and extremely mild method for protecting alcohols as 2-tetrahydrofuranyl ethers

AU - Barks, J M

AU - Gilbert, B C

AU - Parsons, A F

AU - Upeandran, B

PY - 2000/8/5

Y1 - 2000/8/5

N2 - Reaction of primary or secondary alcohols with BrCCl3 and tetrahydrofuran, usually in the presence of 2,4,6-collidine, leads to the formation of 2-tetrahydrofuranyl ethers in good to excellent yield (56-92%). The reaction mechanism is believed to involve a free-radical chain reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.

AB - Reaction of primary or secondary alcohols with BrCCl3 and tetrahydrofuran, usually in the presence of 2,4,6-collidine, leads to the formation of 2-tetrahydrofuranyl ethers in good to excellent yield (56-92%). The reaction mechanism is believed to involve a free-radical chain reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.

KW - acetals

KW - protecting groups

KW - radicals and radical reactions

KW - oxygen heterocycles

M3 - Article

SN - 0040-4039

VL - 41

SP - 6249

EP - 6252

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 32

ER -