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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 10, 1980 - Issue 11
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Original Articles

The Reaction of (Phenyldimethylsilyl)dichloromethyllithium with Organoboranes. A Synthesis of α-Hydroxyorganosilanes and Ketones

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Pages 813-819 | Published online: 06 Dec 2006
 

Abstract

The α-transfer reaction of organoboranes has been utilized to great advantage in the employment of organoboranes in synthesis.2 We report here that this process can be used as illustrated in eq 1 to generate α-hydroxyorganosilanes, which can be converted to ketones. This procedure serves to incorporate two of the groups of the organoborane into the product as well as generating the hydroxyl group via oxidation of the newly formed carbon-boron bond.

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