A selenide linker for "traceless" solid-phase organic synthesis.
4-Bromophenethyl alcohol was protected as the THP ether, followed by reaction with magnesium and selenium to give the corresponding diselenide. Ether deprotection provides a diselenide diol, which is attached to solid-phase resins. The polymer-bound selenide anion is then generated, and functions as a traceless linker for electrophiles such as alkyl halides.
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Institute of Molecular and Cell Biology, National University of Singapore, 30 Medical Drive, Singapore 117609, Singapore.
Kulkarni
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BA
Ganesan
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A
D009930:Organic Chemicals / Q000138:chemical synthesis*; D018036:Selenium Compounds / Q000737:chemistry*
D009930:Organic Chemicals; D018036:Selenium Compounds