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Synlett 1995; 1995(9): 941-942
DOI: 10.1055/s-1995-5150
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Disilanyl Group as a Synthetic Equivalent of the Hydroxyl Group

Michinori Suginome, Shin-ichiro Matsunaga, Yoshihiko Ito*
  • *Department of Synthetic Chemistry and Biological Chemistry, Faculty of Engineering, Kyoto University, Kyoto 606-01, Japan
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Publication Date:
31 December 2000 (online)

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Disilanyl groups are readily converted to hydroxy group by quite simple one-pot operation including treatment with tetrabutylammonium fluoride (TBAF) followed by oxidation. Synthetic utility of the new, stable hydroxy equivalent was demonstrated by synthesis of 5-membered cyclic ketones via annulation of allenyldisilanes with α,β-unsaturated ketones.

disilane - hydroxyl equivalent - oxidation - allenyldisilane

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