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Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
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Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions

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N,B-ビデント酸ボリルリガンド支持イリジウム触媒 効率的な機能群指向C-Hボリレーション

Guanghui Wang1, Li Liu1, Hong Wang1

  • 1Frontier Institute of Science and Technology, Xi'an Jiaotong University , Xi'an, 710054, China.

Journal of the American Chemical Society
|December 20, 2016
PubMed
まとめ

研究者は,イリジウム (III) 複合体を作るための新しいシリルボラン化合物を開発した. これらの前駆物質は,アーレンの効率的な触媒的オーソボリレーションを可能にし,貴重な有機化合物を合成するための実用的な方法を提供します.

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A significant aspect of hydroboration–oxidation is the regio- and stereochemical outcome of the reaction.
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn stereochemistry.
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The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
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