A selenide linker for "traceless" solid-phase organic synthesis
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![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)
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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Z Li1, B A Kulkarni, A Ganesan
1Institute of Molecular and Cell Biology, National University of Singapore, 30 Medical Drive, Singapore 117609, Singapore.
Biotechnology and Bioengineering
|April 5, 2001
Abstract:
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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