Alkoxides of o-silyl benzyl alcohols in cleavage reactions: approaches to benzyl and silyl anion equivalents

PF Hudrlik, JO Arango, YM Hijji…

Index: Hudrlik, Paul F.; Arango, Jose O.; Hijji, Yousef M.; Okoro, Cosmas O.; Hudrlik, Anne M. Canadian Journal of Chemistry, 2000 , vol. 78, # 11 p. 1421 - 1427

Full Text: HTML

Citation Number: 22

Abstract

The alkoxides of o-silyl benzyl alcohols 4 undergo cleavage reactions under mild conditions allowing transfer of a benzyl or silyl group to an electrophile. Reactions 3a 8, and 3c or 4c 11 illustrate their potential as benzyl and silyl anion equivalents. Key words: silyl migration, benzyl anion equivalent, silyl anion equivalent, β-silyl ketone, γ-hydroxysilane.

Related Articles:

Synthesis of Biaryls and Oligoarenes Using Aryl [2-(hydroxymethyl) phenyl] dimethylsilanes

[Chen, Jinshui; Tanaka, Masaaki; Sahoo, Akhila K.; Takeda, Masahide; Yada, Akira; Nakao, Yoshiaki; Hiyama, Tamejiro Bulletin of the Chemical Society of Japan, 2010 , vol. 83, # 5 p. 554 - 569]

Synthesis of Biaryls and Oligoarenes Using Aryl [2-(hydroxymethyl) phenyl] dimethylsilanes

[Chen, Jinshui; Tanaka, Masaaki; Sahoo, Akhila K.; Takeda, Masahide; Yada, Akira; Nakao, Yoshiaki; Hiyama, Tamejiro Bulletin of the Chemical Society of Japan, 2010 , vol. 83, # 5 p. 554 - 569]

Synthesis of Biaryls and Oligoarenes Using Aryl [2-(hydroxymethyl) phenyl] dimethylsilanes

[Chen, Jinshui; Tanaka, Masaaki; Sahoo, Akhila K.; Takeda, Masahide; Yada, Akira; Nakao, Yoshiaki; Hiyama, Tamejiro Bulletin of the Chemical Society of Japan, 2010 , vol. 83, # 5 p. 554 - 569]

Synthesis of Biaryls and Oligoarenes Using Aryl [2-(hydroxymethyl) phenyl] dimethylsilanes

[Chen, Jinshui; Tanaka, Masaaki; Sahoo, Akhila K.; Takeda, Masahide; Yada, Akira; Nakao, Yoshiaki; Hiyama, Tamejiro Bulletin of the Chemical Society of Japan, 2010 , vol. 83, # 5 p. 554 - 569]

Synthesis of Biaryls and Oligoarenes Using Aryl [2-(hydroxymethyl) phenyl] dimethylsilanes

[Chen, Jinshui; Tanaka, Masaaki; Sahoo, Akhila K.; Takeda, Masahide; Yada, Akira; Nakao, Yoshiaki; Hiyama, Tamejiro Bulletin of the Chemical Society of Japan, 2010 , vol. 83, # 5 p. 554 - 569]

More Articles...