Bismuth triflate: An efficient catalyst for the formation and deprotection of tetrahydropyranyl ethers

Jacqueline R. Stephens; Phillip L. Butler; Curtis H. Clow; Matthew C. Oswald; Russell C. Smith; Ram S. Mohan

doi:10.1002/ejoc.200300295

Bismuth triflate: An efficient catalyst for the formation and deprotection of tetrahydropyranyl ethers

Jacqueline R. Stephens, Phillip L. Butler, Curtis H. Clow, Matthew C. Oswald, Russell C. Smith, Ram S. Mohan^*

^*Corresponding author for this work

Physical Medicine and Rehabilitation

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

63 Scopus citations

Abstract

The tetrahydropyranylation of alcohols under solvent-free conditions is efficiently catalyzed by bismuth triflate (0.1 mol %). The experimental procedure is simple and works well with a variety of alcohols and phenols. The catalyst is insensitive to air and small amounts of moisture, easy to handle and relatively nontoxic. The deprotection of THP ethers is also catalyzed by bismuth triflate (1.0 mol %). (

Original language	English (US)
Pages (from-to)	3827-3831
Number of pages	5
Journal	European Journal of Organic Chemistry
Issue number	19
DOIs	https://doi.org/10.1002/ejoc.200300295
State	Published - Sep 29 2003

Keywords

Bismuth
Bismuth triflate
Environment-friendly catalysts
Lewis acids
Tetrahydropyranyl ethers

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

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title = "Bismuth triflate: An efficient catalyst for the formation and deprotection of tetrahydropyranyl ethers",

abstract = "The tetrahydropyranylation of alcohols under solvent-free conditions is efficiently catalyzed by bismuth triflate (0.1 mol %). The experimental procedure is simple and works well with a variety of alcohols and phenols. The catalyst is insensitive to air and small amounts of moisture, easy to handle and relatively nontoxic. The deprotection of THP ethers is also catalyzed by bismuth triflate (1.0 mol %). (",

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AU - Stephens, Jacqueline R.

AU - Butler, Phillip L.

AU - Clow, Curtis H.

AU - Oswald, Matthew C.

AU - Smith, Russell C.

AU - Mohan, Ram S.

PY - 2003/9/29

Y1 - 2003/9/29

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AB - The tetrahydropyranylation of alcohols under solvent-free conditions is efficiently catalyzed by bismuth triflate (0.1 mol %). The experimental procedure is simple and works well with a variety of alcohols and phenols. The catalyst is insensitive to air and small amounts of moisture, easy to handle and relatively nontoxic. The deprotection of THP ethers is also catalyzed by bismuth triflate (1.0 mol %). (

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KW - Bismuth triflate

KW - Environment-friendly catalysts

KW - Lewis acids

KW - Tetrahydropyranyl ethers

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