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Silafunctional compounds in organic synthesis. 21. Hydrogen peroxide oxidation of alkenyl(alkoxy)silanes

✍ Scribed by Kohei Tamao; Makoto Kumada; Kimio Maeda

Book ID
104229964
Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
232 KB
Volume
25
Category
Article
ISSN
0040-4039

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✦ Synopsis

The carbon-silicon bond in alkenyl(alkoxy)silanes is readily cleaved by hydrogen peroxide to form the corresponding aldehydes, carboxylic acids or ketones, depending upon the nature of the alkenyl group and the reaction conditions.

We have recently reported that the silicon-carbon bond in alkyl(alkoxy)silanes is readily cleaved by hydrogen peroxide to give the corresponding alcohols (eq. 1). 1,2 Three typical reaction conditions have been employed. Throughout this paper, si = (alkoxy)silyl group.

πŸ“œ SIMILAR VOLUMES

Silafunctional compounds in organic synt
Silafunctional compounds in organic synthesis. 30. Intramolecular hydrosilation of alkenyl alcohols: A new approach to the regioselective synthesis of 1,2- and 1,3-diols
✍ Kohei Tamao; Tetsu Tanaka; Takashi Nakajima; Ritsuo Sumiya; Hitoshi Arai; Yoshih πŸ“‚ Article πŸ“… 1986 πŸ› Elsevier Science 🌐 French βš– 257 KB

Intramolecular hydrosilation of ally1 and homoallyl alcohols and the subsequent oxidative cleavage of the resultant carbon-silicon bond have provided a new approach to the regio-controlled synthesis of 1,2-and/or 1,3-diols. We have recently developed a new methodology for the anti-Markownikoff hydra