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Synthesis of heterocyclic and carbocyclic fluoro-olefins by ring-closing metathesis

Synthesis of heterocyclic and carbocyclic fluoro-olefins by ring-closing metathesis
Synthesis of heterocyclic and carbocyclic fluoro-olefins by ring-closing metathesis
Ring-closing metathesis (RCM) of vinyl fluoride-containing dienes in the presence of ruthenium alkylidene carbene complex 11 proceeded efficiently to give six- and seven-membered cyclic vinyl fluorides. The RCM reaction was used to prepare amine- and sulfamide-linked cyclo-olefins, as well as carbocyclic systems, from a simple commercial fluoro-olefin.
hiv protease inhibitors, dipeptide isosteres, cyclic sulfonamides, olefin metathesis, peptide isosteres, organic-synthesis, cross-metathesis, peptidomimetics, alkaloids, efficient
1523-7060
3403-3406
Salim, Sofia S.
d5de5263-b418-469b-b3f5-bdd05ee48387
Bellingham, Richard K.
ffa421f3-f2fb-4de9-b3f1-bba3f18b8976
Satcharoen, Vachiraporn
bd72ee7e-2c8c-4508-ba2b-0135a46859bf
Brown, Richard C.D.
21ce697a-7c3a-480e-919f-429a3d8550f5
Salim, Sofia S.
d5de5263-b418-469b-b3f5-bdd05ee48387
Bellingham, Richard K.
ffa421f3-f2fb-4de9-b3f1-bba3f18b8976
Satcharoen, Vachiraporn
bd72ee7e-2c8c-4508-ba2b-0135a46859bf
Brown, Richard C.D.
21ce697a-7c3a-480e-919f-429a3d8550f5

Salim, Sofia S., Bellingham, Richard K., Satcharoen, Vachiraporn and Brown, Richard C.D. (2003) Synthesis of heterocyclic and carbocyclic fluoro-olefins by ring-closing metathesis. Organic Letters, 5 (19), 3403-3406. (doi:10.1021/ol035065w).

Record type: Article

Abstract

Ring-closing metathesis (RCM) of vinyl fluoride-containing dienes in the presence of ruthenium alkylidene carbene complex 11 proceeded efficiently to give six- and seven-membered cyclic vinyl fluorides. The RCM reaction was used to prepare amine- and sulfamide-linked cyclo-olefins, as well as carbocyclic systems, from a simple commercial fluoro-olefin.

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More information

Published date: 18 September 2003
Keywords: hiv protease inhibitors, dipeptide isosteres, cyclic sulfonamides, olefin metathesis, peptide isosteres, organic-synthesis, cross-metathesis, peptidomimetics, alkaloids, efficient

Identifiers

Local EPrints ID: 20075
URI: http://eprints.soton.ac.uk/id/eprint/20075
ISSN: 1523-7060
PURE UUID: f788c203-7d2c-40c5-a800-80610397d80b
ORCID for Richard C.D. Brown: ORCID iD orcid.org/0000-0003-0156-7087

Catalogue record

Date deposited: 23 Feb 2006
Last modified: 16 Mar 2024 02:54

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Contributors

Author: Sofia S. Salim
Author: Richard K. Bellingham
Author: Vachiraporn Satcharoen

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