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Samarium diiodide-mediated intramolecular cyclodimerisation of bis-alpha,beta-unsaturated carbonyl compounds

Samarium diiodide-mediated intramolecular cyclodimerisation of bis-alpha,beta-unsaturated carbonyl compounds
Samarium diiodide-mediated intramolecular cyclodimerisation of bis-alpha,beta-unsaturated carbonyl compounds
Samarium(II) diiodide-mediated intramolecular cycloclimerisation of simple bis-enones and -enoates in THF/MeOH has been investigated. Spirocyclic and elaborated polycyclic products, including stereodefined cis-bicyclo[3.3.0]octane and trans-bicyclo[4.3.0]nonanes, are obtained in synthetically useful yield.
0040-4039
3564-3567
Powell, Jonathan R.
f0982f9f-6a11-46ed-b0d0-e82c30ed3608
Dixon, Sally
943160fc-1b70-4c29-b2e3-b7785cee8a0c
Light, Mark Edward
cf57314e-6856-491b-a8d2-2dffc452e161
Kilburn, Jeremy D.
e64ded70-825a-40ec-816b-c4605e007e7a
Powell, Jonathan R.
f0982f9f-6a11-46ed-b0d0-e82c30ed3608
Dixon, Sally
943160fc-1b70-4c29-b2e3-b7785cee8a0c
Light, Mark Edward
cf57314e-6856-491b-a8d2-2dffc452e161
Kilburn, Jeremy D.
e64ded70-825a-40ec-816b-c4605e007e7a

Powell, Jonathan R., Dixon, Sally, Light, Mark Edward and Kilburn, Jeremy D. (2009) Samarium diiodide-mediated intramolecular cyclodimerisation of bis-alpha,beta-unsaturated carbonyl compounds. Tetrahedron Letters, 50 (26), 3564-3567. (doi:10.1016/j.tetlet.2009.03.031).

Record type: Article

Abstract

Samarium(II) diiodide-mediated intramolecular cycloclimerisation of simple bis-enones and -enoates in THF/MeOH has been investigated. Spirocyclic and elaborated polycyclic products, including stereodefined cis-bicyclo[3.3.0]octane and trans-bicyclo[4.3.0]nonanes, are obtained in synthetically useful yield.

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Published date: 1 July 2009
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Identifiers

Local EPrints ID: 67646
URI: http://eprints.soton.ac.uk/id/eprint/67646
DOI: doi:10.1016/j.tetlet.2009.03.031
ISSN: 0040-4039
PURE UUID: 07128c17-491d-47e3-b28a-4d397d33ce6f
ORCID for Sally Dixon: ORCID iD orcid.org/0000-0003-2219-3635
ORCID for Mark Edward Light: ORCID iD orcid.org/0000-0002-0585-0843

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Date deposited: 02 Sep 2009
Last modified: 14 Mar 2024 02:46

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Contributors

Author: Jonathan R. Powell
Author: Sally Dixon ORCID iD
Author: Mark Edward Light ORCID iD
Author: Jeremy D. Kilburn

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