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Synthesis 1999; 1999(1): 37-39
DOI: 10.1055/s-1999-3688
short paper
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cis-Hydroxylation of Cyclic Vinylsilanes Using Cetyltrimethylammonium Permanganate

M. Narendra Mallya* , Gopalpur Nagendrappa
  • *Department of Chemistry, Bangalore University, Central College Campus, Bangalore 560 001, India; Fax +(91)0 80-3 38 92 95; E-mail: vccvs@blr.vsnl.net.in
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Publication Date:
31 December 1999 (online)

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Cetyltrimethylammonium permanganate (CTAP) effects cis-hydroxylation of cyclic vinylsilanes smoothly under mild conditions both in aqueous and nonaqueous solvents. cis-1-Trimethylsilylcycloalkane-1,2-diols 7-12 were prepared in good yields. The oxidation occurs at 20 °C and takes a much shorter time in comparison with OsO4 oxidation reported in the literature.

cis-hydroxylation - cyclic vinylsilanes - α,β-dihydroxysilanes - cetyltrimethylammonium permanganate - trimethylsilylcycloalkane-cis-diols