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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

✍ Scribed by Kohei Tamao; Tetsu Tanaka; Takashi Nakajima; Ritsuo Sumiya; Hitoshi Arai; Yoshihiko Ito

Publisher: Elsevier Science
Year: 1986
Tongue: French
Weight: 257 KB
Volume: 27
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)84800-5

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✦ Synopsis

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 hydration of terminal olefins by a sequence of hydrosilation2 with HSiMe(OEt)2 and the oxidation of the resultant carbon-silicon bond. 3 This procedure may be synthetically useful as an alternative

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