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A new method of forming resin bound thioesters and their use as ‘traceless’ linkers in solid phase synthesis

A new method of forming resin bound thioesters and their use as ‘traceless’ linkers in solid phase synthesis
A new method of forming resin bound thioesters and their use as ‘traceless’ linkers in solid phase synthesis
Resin bound thioesters can be prepared by heating thioamides in aqueous DMF with Merrifield resin in the presence of sodium iodide. These thioamides can be cleaved to give alcohols, ketones and lactones by a variety of methods.
combinatorial chemistry, lactones, solid phase synthesis, thioamide, thioestersilyl enol ethers, organic-synthesis, esters
0040-4039
1627-1630
May, P. J.
14df24ea-ca00-4041-a752-dd15e8404a14
Bradley, M.
078a34d6-96c4-4ce1-9aa1-454d9ee0030d
Harrowven, D. C.
1c293b83-4291-4301-a7a4-167d6a146d01
Pallin, D.
3e6ac558-3ed8-4599-97e7-12c93a88d08c
May, P. J.
14df24ea-ca00-4041-a752-dd15e8404a14
Bradley, M.
078a34d6-96c4-4ce1-9aa1-454d9ee0030d
Harrowven, D. C.
1c293b83-4291-4301-a7a4-167d6a146d01
Pallin, D.
3e6ac558-3ed8-4599-97e7-12c93a88d08c

May, P. J., Bradley, M., Harrowven, D. C. and Pallin, D. (2000) A new method of forming resin bound thioesters and their use as ‘traceless’ linkers in solid phase synthesis. Tetrahedron Letters, 41 (10), 1627-1630. (doi:10.1016/S0040-4039(99)02345-X).

Record type: Article

Abstract

Resin bound thioesters can be prepared by heating thioamides in aqueous DMF with Merrifield resin in the presence of sodium iodide. These thioamides can be cleaved to give alcohols, ketones and lactones by a variety of methods.

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More information

Published date: 4 March 2000
Keywords: combinatorial chemistry, lactones, solid phase synthesis, thioamide, thioestersilyl enol ethers, organic-synthesis, esters

Identifiers

Local EPrints ID: 18951
URI: http://eprints.soton.ac.uk/id/eprint/18951
ISSN: 0040-4039
PURE UUID: 15519a27-a8d2-4d0b-9189-94d962cff6ac

Catalogue record

Date deposited: 15 Dec 2005
Last modified: 15 Jul 2019 19:28

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