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Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
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甲基催化区域选择性1,4-氧化的化

Xiaoting Fan1, Junhao Zheng1, Zhen Hua Li1

  • 1Collaborative Innovation Center of Chemistry for Energy Material, Shanghai Key Laboratory of Molecular Catalysis and Innovative Material, Department of Chemistry, Fudan University, Handan Road 220, Shanghai, 200433, China.

Journal of the American Chemical Society
|April 8, 2015
PubMed
概括

一种新的体积庞大的有机玻尿酸作为催化剂,用于化的化. 这种丧的易斯对反应是高度选择性的,在温和的条件下进行.

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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...
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The addition of hydrogen bromide to alkenes in the presence of hydroperoxides or peroxides proceeds via an anti-Markovnikov pathway and yields alkyl bromides.
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