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Functionalization of (-)-β-pinene and (-)-limonene via cross metathesis with symmetrical internal olefins
Catalysis Communications ( IF 3.7 ) Pub Date : 2019-11-26 , DOI: 10.1016/j.catcom.2019.105893
Luciana Sarmento Fernandes , Dalmo Mandelli , Wagner A. Carvalho , Cédric Fischmeister , Christian Bruneau

The straightforward functionalization of sterically demanding α,α-disubstituted double bonds of the natural products β-pinene and limonene via cross metathesis with symmetrical internal olefins is described. The reaction is catalyzed by Hoveyda-Grubbs type ruthenium catalysts in dimethyl carbonate as green solvent and makes possible the clean introduction of ester and nitrile groups in one step without formation of byproducts.



中文翻译:

(-)-β-pine烯和(-)-柠檬烯通过对称内烯烃的交叉复分解官能化

描述了天然产物β-pine烯和li烯通过与对称内部烯烃的交叉复分解而直接进行的空间要求性α,α-二取代双键的官能化。该反应由Hoveyda-Grubbs型钌催化剂在碳酸二甲酯中作为绿色溶剂催化,使一步纯化酯和腈基的引入成为可能,而不会形成副产物。

更新日期:2019-11-27
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