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
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
19 August 2002
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), .
(doi:10.1016/S0040-4039(02)01213-3).
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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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
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Date deposited: 17 Feb 2006
Last modified: 16 Mar 2024 02:54
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Author:
M. M. Meloni
Author:
P. D. White
Author:
D. Armour
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