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Synthesis 1997; 1997(3): 279-280
DOI: 10.1055/s-1997-1187
short paper
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Photochemical Rearrangement of 2-Bromovinyl Selenides

Christopher P. Morley*
  • *Department of Chemistry, University of Wales Swansea, Singleton Park, Swansea SA2 8PP, UK, Fax +44(1792)295747; E-mail: c.p.morley@swan.ac.uk
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Publication History

Publication Date:
31 December 2000 (online)

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UV irradiation of 2-bromocyclohexenyl alkyl selenides leads to rearrangement via a 1,3-hydrogen shift, and exclusive formation of the 6-bromo derivative, as evidenced in particular by multinuclear NMR spectroscopic data; analogous cyclooctenyl compounds do not undergo this process.

vinyl selenides - photochemistry - 1,3-hydrogen shift - rearrangement