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Samarium diiodide mediated 6-exo cyclisations of methylenecyclopropyl ketones

Samarium diiodide mediated 6-exo cyclisations of methylenecyclopropyl ketones
Samarium diiodide mediated 6-exo cyclisations of methylenecyclopropyl ketones
6-exo Cyclisations of methylenecyclopropyl ketones, mediated by samarium diiodide, have been investigated with a series of substrates. The efficiency of the cyclisations are highly dependent on the stereochemistry of the cyclisation precursor.
samarium diiodide, radical cyclisation, methylenecyclopropane cascade radical cyclizations, derivatives, iodide
0040-4039
2223-2225
Underwood, J.onathan J.
8ece24cd-c1ab-4a77-86f0-198ff9d80d49
Hollingworth, Gregory J.
aae84c7d-21e3-422a-a07c-2e9e1ae41bfc
Horton, Peter N.
154c8930-bfc3-495b-ad4a-8a278d5da3a5
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Kilburn, Jeremy D.
e64ded70-825a-40ec-816b-c4605e007e7a
Underwood, J.onathan J.
8ece24cd-c1ab-4a77-86f0-198ff9d80d49
Hollingworth, Gregory J.
aae84c7d-21e3-422a-a07c-2e9e1ae41bfc
Horton, Peter N.
154c8930-bfc3-495b-ad4a-8a278d5da3a5
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Kilburn, Jeremy D.
e64ded70-825a-40ec-816b-c4605e007e7a

Underwood, J.onathan J., Hollingworth, Gregory J., Horton, Peter N., Hursthouse, Michael B. and Kilburn, Jeremy D. (2004) Samarium diiodide mediated 6-exo cyclisations of methylenecyclopropyl ketones. Tetrahedron Letters, 45 (10), 2223-2225. (doi:10.1016/j.tetlet.2003.12.156).

Record type: Article

Abstract

6-exo Cyclisations of methylenecyclopropyl ketones, mediated by samarium diiodide, have been investigated with a series of substrates. The efficiency of the cyclisations are highly dependent on the stereochemistry of the cyclisation precursor.

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More information

Published date: 1 March 2004
Keywords: samarium diiodide, radical cyclisation, methylenecyclopropane cascade radical cyclizations, derivatives, iodide
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Identifiers

Local EPrints ID: 20333
URI: http://eprints.soton.ac.uk/id/eprint/20333
DOI: doi:10.1016/j.tetlet.2003.12.156
ISSN: 0040-4039
PURE UUID: 5ea9daed-e0d1-43eb-9c57-21badd97ed9f
ORCID for Peter N. Horton: ORCID iD orcid.org/0000-0001-8886-2016

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Date deposited: 16 Feb 2006
Last modified: 16 Mar 2024 03:12

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Contributors

Author: J.onathan J. Underwood
Author: Gregory J. Hollingworth
Author: Peter N. Horton ORCID iD
Author: Michael B. Hursthouse
Author: Jeremy D. Kilburn

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