Catalysis of Phosphorus(V)-Mediated Transformations: Dichlorination Reactions of Epoxides Under Appel Conditions

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• 作者：Ross M. Denton ; Xiaoping Tang ; Adam Przeslak
• 刊名：Organic Letters
• 出版年：2010
• 出版时间：October 15, 2010
• 年：2010
• 卷：12
• 期：20
• 页码：4678-4681
• 全文大小：189K
• 年卷期：v.12,no.20(October 15, 2010)
• ISSN：1523-7052

文摘

A stereospecific triphenylphosphine oxide-catalyzed 1,2-dichlorination reaction of epoxides has been developed. The reaction is effective for a range of terminal and internal epoxides. In contrast to the classical Appel-type dichlorination of epoxides, oxalyl chloride is used as a stoichiometric reagent to generate the chlorophosphonium salt responsible for dichlorination from catalytic triphenylphosphine oxide.