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Thermally cleavable safety-catch linkers for solid phase chemistry

Thermally cleavable safety-catch linkers for solid phase chemistry
Thermally cleavable safety-catch linkers for solid phase chemistry
Safety-catch linkers based on the sulfoxide/selenoxide syn elimination have been developed. Clean and efficient oxidation of the sulfide to the sulfoxide was achieved with the homogeneous oxidising system comprising of hexafluoroisopropanol (HFIP) and hydrogen peroxide. Elimination of the sulfoxide was only possible with the most activated of substrates, while the selenoxide underwent cleavage under much milder conditions.
organic-synthesis, acids
0040-4039
5287-5290
Russell, H. E.
1625c992-3c23-4fde-a96d-312200bc044e
Luke, R. W. A.
c412c683-6064-4ea9-9d0f-07d09b9fea03
Bradley, M.
078a34d6-96c4-4ce1-9aa1-454d9ee0030d
Russell, H. E.
1625c992-3c23-4fde-a96d-312200bc044e
Luke, R. W. A.
c412c683-6064-4ea9-9d0f-07d09b9fea03
Bradley, M.
078a34d6-96c4-4ce1-9aa1-454d9ee0030d

Russell, H. E., Luke, R. W. A. and Bradley, M. (2000) Thermally cleavable safety-catch linkers for solid phase chemistry. Tetrahedron Letters, 41 (27), 5287-5290. (doi:10.1016/S0040-4039(00)00807-8).

Record type: Article

Abstract

Safety-catch linkers based on the sulfoxide/selenoxide syn elimination have been developed. Clean and efficient oxidation of the sulfide to the sulfoxide was achieved with the homogeneous oxidising system comprising of hexafluoroisopropanol (HFIP) and hydrogen peroxide. Elimination of the sulfoxide was only possible with the most activated of substrates, while the selenoxide underwent cleavage under much milder conditions.

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More information

Published date: 1 July 2000
Keywords: organic-synthesis, acids

Identifiers

Local EPrints ID: 18854
URI: http://eprints.soton.ac.uk/id/eprint/18854
ISSN: 0040-4039
PURE UUID: 6c697d5a-472a-4909-b513-d429b17ba548

Catalogue record

Date deposited: 15 Dec 2005
Last modified: 15 Mar 2024 06:08

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Contributors

Author: H. E. Russell
Author: R. W. A. Luke
Author: M. Bradley

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