Proximal O,O′-capped calix[4]arenes with a disiloxane bridge as highly efficient synthetic intermediates for 1,2-dialkylation at the lower rim

Fumitaka Narumi, Naoya Morohashi, Nobuji Matsumura, Nobuhiko Iki, Hiroshi Kameyama, Sotaro Miyano

研究成果: Article査読

36 被引用数 (Scopus)

抄録

Treatment of calix[4]arenes with 1,3-dichloro-1,1,3,3-tetraisopropyldisiloxane using imidazole as a base yielded O,O′-bridged calixarenes in excellent yields, which were subsequently treated with an alkyl halide/base to give O″,O‴-dialkylated products in high yields. These were, in turn, amenable to fluoride-promoted quantitative desilylation, thus providing an efficient method for the net proximal dialkylation of calix[4]arenes at the lower rim.

本文言語English
ページ(範囲)621-625
ページ数5
ジャーナルTetrahedron Letters
43
4
DOI
出版ステータスPublished - 2002 1 21

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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