Manganese-mediated alkene chloro-phosphinoylation

TETRAHEDRON LETTERS

卷:56

Article

Richard, Vincent¹  Fisher, Henry C.¹  Montchamp, Jean-Luc¹ 

[1] Texas Christian Univ, Dept Chem, Ft Worth, TX 76129 USA

关键词: Phosphonate;    Phosphinate;    Phosphine oxide;    Manganese;    Chlorination;   

DOI  :  10.1016/j.tetlet.2014.12.050

来源: Elsevier

【 摘 要 】

The Mn(II)/Mn(IV) system was used to achieve the bisfunctionalization of alkenes with phosphorus and chlorine in moderate to good yields. A variety of phosphinylidene-containing (P(O)H) compounds were examined. When the phosphorus reagent is limiting, the reaction yield is generally in the 40-50% range, although the structure of the organophosphorus starting material greatly influences it. The reaction is simple and inexpensive and the beta-chloro-phosphinoyl products are versatile intermediates. For example, elimination with DBU gave the corresponding alpha,beta-unsaturated phosphorus compound stereoselectively. (C) 2014 Elsevier Ltd. All rights reserved.

【 授权许可】

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