Functionalization of (-)-β-pinene and (-)-limonene via cross metathesis with symmetrical internal olefins

Functionalization of (-)-β-pinene and (-)-limonene via cross metathesis with symmetrical internal olefins
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DOI:
10.1016/j.catcom.2019.105893
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发表时间:
2020-02-01
影响因子:
3.7
通讯作者:
Bruneau, Christian
Bruneau, Christian
中科院分区:
化学3区
文献类型:
--
作者:
Fernandes, Luciana Sarmento;Mandelli, Dalmo;Bruneau, Christian

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描述了天然产物β-蒎烯和柠檬烯通过与对称的内烯烃的交叉复分解反应,实现了对空间要求很高的α,α-二取代双键的直接功能化。该反应以Hoveyda-GRubbs型Ru催化剂为催化剂,以碳酸二甲酯为绿色溶剂,使酯基和腈基团的一步干净引入成为可能,不会产生副产物。
The straightforward functionalization of sterically demanding alpha,alpha-disubstituted double bonds of the natural products beta-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.