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Purified mCPBA, a Useful Reagent for the Oxidation of Aldehydes
European Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2018-03-05 , DOI: 10.1002/ejoc.201701645
Alexander Horn 1 , Uli Kazmaier 1
Affiliation  

Purified mCPBA is a useful reagent for the oxidation of several classes of aldehyde. Although linear unbranched aliphatic aldehydes are oxidized to the corresponding carboxylic acids, α‐branched ones undergo Baeyer–Villiger oxidation to formates. α‐Branched α,β‐unsaturated aldehydes provide enolformates and/or epoxides, which can be saponified to α‐hydroxy ketones with shortening of the carbon chain by 1 carbon. Unbranched α,β‐unsaturated aldehydes undergo an interesting Baeyer–Villiger oxidation/epoxidation/formate migration/BV oxidation cascade, which results in formyl‐protected hydrates with an overall loss of two carbon atoms.

中文翻译:

纯化CPBA,为醛氧化一个有用的试剂

纯化CPBA为几类醛的氧化的有用试剂。尽管线性直链脂肪醛被氧化为相应的羧酸,但α支链的醛经过Baeyer-Villiger氧化形成甲酸酯。α-支化的α,β-不饱和醛提供烯醇式和/或环氧化物,可将其皂化为α-羟基酮,且碳链缩短1个碳。未支化的α,β-不饱和醛会经历有趣的Baeyer-Villiger氧化/环氧化/甲酸酯迁移/ BV氧化级联反应,这会导致甲酰保护的水合物整体损失两个碳原子。
更新日期:2018-03-21
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