Synthesis of α,α-disubstituted α-acetoxy esters and α,α-disubstituted α-hydroxy acids by Baeyer-Villiger oxidation of the corresponding β-ketoesters
Synthesis of α,α-disubstituted α-acetoxy esters and α,α-disubstituted α-hydroxy acids by Baeyer-Villiger oxidation of the corresponding β-ketoesters
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DOI：
10.2174/1570179052996928
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发表时间：
2005-01-01
影响因子：
1.8
通讯作者：
Pirat, JL
中科院分区：
文献类型：
--
作者：
Cristau, HJ;Marat, X;Pirat, JL
多种α,α-二取代的β-酮酯的区域选择性Baeyer-Villiger氧化已被开发用于以良好的产率合成α,α-二取代的α-乙酰氧基酯。该反应使用间氯过苯甲酸在三氟甲磺酸存在下进行。研究表明，重排是在保留迁移基团构型的情况下发生的。水解后以良好的产率获得相应的α，α-二取代的α-羟基酸。
The regioselective Baeyer-Villiger oxidation of a wide range of alpha,alpha-disubstituted beta-ketoesters has been developed to synthesize, in good yields, alpha,alpha-disubstituted alpha-acetoxy esters. The reactions were performed using m-chloroperbenzoic acid in the presence of triflic acid. The rearrangement was shown to occur with retention of configuration of the migrating group. The corresponding alpha,alpha-disubstituted alpha-hydroxy acids were obtained in good yields, after hydrolysis.