A thiyl radical mediated cascade sequence for the co-cyclisation of 1,6-hexadienes with sulfur atom transfer
Harrowven, D. C., Hannam, J. C., Lucas, M. C., Newman, N. A. and Howes, P. D. (2000) A thiyl radical mediated cascade sequence for the co-cyclisation of 1,6-hexadienes with sulfur atom transfer. Tetrahedron Letters, 41, (48), 9345-9349. (doi:10.1016/S0040-4039(00)01701-9)
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Official URL: http://dx.doi.org/10.1016/S0040-4039(00)01701-9
Description/Abstract
The paper describes a method for effecting the co-cyclisation of 1,6-dienes with concomitant sulfur atom transfer. The key step is a cascade reaction involving the addition of a thiyl radical to an alkene, cyclisation through a chair-like transition state and termination by homolytic substitution at sulfur. It has been used to synthesise a broad range of fused thiabicyclo[3.3.0]octanes.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | cyclisations, photochemistry, radicals and radical reactions, sulfur heterocycleshomolytic substitution, cyclization reactions, condensed thiophenes, lactam synthesis, disulfide, dienylamides, system |
| Related URLs: | http://dx.doi.org/10.1016/S004...00)01701-9 |
| Subjects: | Q Science Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| ePrint ID: | 18853 |
| URI: | http://eprints.soton.ac.uk/id/eprint/18853 |
| Deposited On: | 15 Dec 2005 |
| Last Modified: | 01 Jun 2011 04:54 |
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