• Title/Summary/Keyword: Allylsilanes

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Stereocontrolled Preparation of 2,6-Disubstituted 4-Methylenetetrahydropyrans by Lewis Acid Promoted Allylsilane-Acetal Cyclization

  • 성태명;곽우영;강경태
    • Bulletin of the Korean Chemical Society
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    • v.19 no.8
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    • pp.862-868
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    • 1998
  • The Lewis acid mediated intramolecular additions of allylsilanes to acetal substrates are described. Excellent regio- and diastereoselectivity are achieved by boron trifluoride promoted cyclization of allysilane-acetals 5 and 8 derived from hydroxy allysilances 3. Cyclizations occur in moderate to high yields, providing directr routes to cis-2, 6-disubstituted 4-methylenetetrahydropyrans 6 and 9.

Thermal and Photoinduced Silylallylation Reactions of Organic Halides with 3-Stannyl-2-(silylmethyl)propene

  • 강경태;황성심;곽우영;윤웅찬
    • Bulletin of the Korean Chemical Society
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    • v.20 no.7
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    • pp.801-804
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    • 1999
  • Thermal and photoinduced silylallylation reactions of organic halides with 3-stannyl-2-(silylmethyl)propene are explored. Silylallylations occur in moderate to high yields, producing various functionalized allylsilane products in which halide carbon is bonded to the terminal alkenic carbon of allylsilane with the removal of tributyltin group. The reactions, which tolerate functional groups such as carbonyl, ester, nitrile, acetal, and ketal, hold synthetic potential for the construction of functionalized allylsilanes.