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Novel silyl linkers for solid-phase synthesis

Novel silyl linkers for solid-phase synthesis
Novel silyl linkers for solid-phase synthesis
The syntheses of two silyl chloride resins, 2 and 10 are described starting from Merrifield resin, 3-methyl-1,3-butanediol and diphenyldichlorosilane or dimethyldichlorosilane, respectively. The silyl chloride resin 2 was used for the attachment of V alcohols, 2degrees alcohols and phenols to the solid phase. A preliminary study of the stability of the diphenylsiloxane linker towards certain reaction conditions was also carried out. A more reactive silyl chloride resin 10 was found to be suitable for the attachment of 3degrees alcohols to the solid-phase.
organic-synthesis, strategies, cleavage, triflate, resin
0040-4039
6023-6026
Meloni, M. M.
569e349c-fdda-4df5-ac0d-739c99711b69
Brown, R. C. D.
21ce697a-7c3a-480e-919f-429a3d8550f5
White, P. D.
ea5940e5-ad51-4506-81da-0e76053de0e7
Armour, D.
464a2727-1ceb-4da6-8a84-4471c94a282b
Meloni, M. M.
569e349c-fdda-4df5-ac0d-739c99711b69
Brown, R. C. D.
21ce697a-7c3a-480e-919f-429a3d8550f5
White, P. D.
ea5940e5-ad51-4506-81da-0e76053de0e7
Armour, D.
464a2727-1ceb-4da6-8a84-4471c94a282b

Meloni, M. M., Brown, R. C. D., White, P. D. and Armour, D. (2002) Novel silyl linkers for solid-phase synthesis. Tetrahedron Letters, 43 (34), 6023-6026. (doi:10.1016/S0040-4039(02)01213-3).

Record type: Article

Abstract

The syntheses of two silyl chloride resins, 2 and 10 are described starting from Merrifield resin, 3-methyl-1,3-butanediol and diphenyldichlorosilane or dimethyldichlorosilane, respectively. The silyl chloride resin 2 was used for the attachment of V alcohols, 2degrees alcohols and phenols to the solid phase. A preliminary study of the stability of the diphenylsiloxane linker towards certain reaction conditions was also carried out. A more reactive silyl chloride resin 10 was found to be suitable for the attachment of 3degrees alcohols to the solid-phase.

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More information

Published date: 19 August 2002
Keywords: organic-synthesis, strategies, cleavage, triflate, resin

Identifiers

Local EPrints ID: 19818
URI: http://eprints.soton.ac.uk/id/eprint/19818
ISSN: 0040-4039
PURE UUID: 6399c67b-142a-4e88-b3c6-8f65f0991fdc
ORCID for R. C. D. Brown: ORCID iD orcid.org/0000-0003-0156-7087

Catalogue record

Date deposited: 17 Feb 2006
Last modified: 09 Jan 2022 02:52

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Contributors

Author: M. M. Meloni
Author: R. C. D. Brown ORCID iD
Author: P. D. White
Author: D. Armour

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