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Synthesis 2002(2): 0225-0231
DOI: 10.1055/s-2002-19797
DOI: 10.1055/s-2002-19797
PAPER
© Georg Thieme Verlag Stuttgart · New YorkOne-Pot, Three-Component Synthesis of Open-Chain, Polyfunctional Sulfones
Further Information
Received
6 September 2001
Publication Date:
03 August 2004 (online)
Publication History
Publication Date:
03 August 2004 (online)

Abstract
Silyl enol ethers of esters, ketones, as well as allylstannane and allylsilanes react with sulfur dioxide activated with t-BuMe2SiOSO2CF3 to give silyl sulfinates that can be reacted in the same pot with a variety of electrophiles generating the corresponding polyfunctional sulfones. The silyl sulfinate intermediates are formed via ene-reactions following probably concerted mechanisms.
Keywords
ene-reaction - enoxysilanes - sulfinates - sulfones
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References
To our knowledge the ene-reaction of sulfur dioxide with silyl enol ether derived from ketone had never been reported.