Catalytic activation of silylated nucleophiles using tBu-P4 as a base

Masahiro Ueno, Chieko Hori, Koichi Suzawa, Masashi Ebisawa, Yoshinori Kondo

研究成果: Article査読

51 被引用数 (Scopus)

抄録

Trialkylsilyl groups play an important role as effective protecting groups in organic synthesis. Various O, N, and C nucleophilic sites can be protected by trialkylsilyl groups to control the selectivity of reactions. The nucleophilic attack of a fluoride anion on a silyl group is recognized as one of the most useful methods for desilylation. The activation of the nucleophile-silicon bond is important not only for desilylation but also for the generation of a reactive nucleophilic anion to achieve a new bond formation. The phosphazene bases developed by Schwesinger are known to be strong non-metallic organic bases. Among them, the tBu-P4 base has been used for various selective deprotonative transformations, although the ability of tBu-P4 base to activate silylated nucleophiles has not yet been shown. A novel catalytic activation of various O, N, and C nucleophile-silicon bonds using tBu-P4 base was investigated to perform nucleophilic reactions with various electrophiles.

本文言語English
ページ(範囲)1965-1968
ページ数4
ジャーナルEuropean Journal of Organic Chemistry
10
DOI
出版ステータスPublished - 2005 5 13

ASJC Scopus subject areas

  • 物理化学および理論化学
  • 有機化学

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