• Title/Summary/Keyword: Cyanosilylation

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Phosphomolybdic Acid Supported on Silica Gel as an Efficient and Reusable Catalyst for Cyanosilylation of Aldehydes

  • Kadam, Santosh T.;Kim, Sung-Soo
    • Bulletin of the Korean Chemical Society
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    • v.29 no.7
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    • pp.1320-1322
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    • 2008
  • Phosphomolybdic acid supported on silica gel (PMA-$SiO_2$) is an efficient catalyst for the activation of TMSCN for the facile cyanosilylation of various aldehydes. Cyano transfer from TMSCN to aldehyde proceeds smoothly at rt in presence of 0.8 mol % of PMA-$SiO_2$ leading to a range of cyanosilylether in excellent yield (mostly over 93%) within short reaction time (30 min). The catalyst can be recovered and reused several times without loss of activity.

Efficient, Rapid and Solvent-free Cyanosilylation of Aldehydes and Ketones Catalyzed by SbCl3

  • Pourmousavi, S.A.;Salahshornia, H.
    • Bulletin of the Korean Chemical Society
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    • v.32 no.5
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    • pp.1575-1578
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    • 2011
  • Antimony trichloride (SbCl3) was demonstrated to be an effective catalyst for the cyanosilylation of a wide variety of carbonyl compounds under solvent-free conditions. The reactions proceeded smoothly at room temperature to afford the corresponding cyanosilylethers in good to excellent yields.

Asymmetric Cyanosilylation of Aldehydes by Chiral Ti-TADDOL Complex

  • Kim, Sung-Soo;Kwak, Ju-Myung;Rajagopal, Gurusamy
    • Bulletin of the Korean Chemical Society
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    • v.27 no.10
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    • pp.1638-1640
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    • 2006
  • A variety of chiral cyanohydrins were readily prepared from aldehydes with TMSCN under the influence of chiral titanium complex formed in situ from $Ti(O^iPr)_4$/TADDOL(I) in the presence of $Ph_3PO$ as additive. The double activation method produces trimethylsilylethers in excellent yield (95%) with moderate enantiomeric excess.

Cyanosilylation of Carbonyl Compounds Catalyzed by Potassium L-Aspartate

  • George, Soney C.;Kim, Sung-Soo;Kim, Ho-Sub
    • Bulletin of the Korean Chemical Society
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    • v.28 no.12
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    • pp.2431-2434
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    • 2007
  • Potassium L-aspartate has been used as a catalyst for the cyanosilylation of carbonyl compounds producing corresponding cyanohydrin trimethylsilyl ethers in excellent yield of up to 98%. Although the catalyst is chiral, the enantioselectivities observed are generally poor except for one case, α-naphthaldehyde, 89% ee.

Solvent-free Cyanosilylation of Carbonyl Compounds Catalyzed by NbCl5

  • Georgea, Soney C.;Kim, Sung-Soo
    • Bulletin of the Korean Chemical Society
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    • v.28 no.7
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    • pp.1167-1170
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    • 2007
  • A simple and convenient method for the addition of TMSCN to carbonyl compounds is described. NbCl5 is found to possess a strong Lewis acid property to transform carbonyl compounds smoothly to the corresponding cyanosilylether in high yields (up to 99 %) in solvent- free conditions.