A general method for the α-acyloxylation of carbonyl compounds
A general method for the α-acyloxylation of carbonyl compounds
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DOI：
10.1021/ol052474e
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发表时间：
2005-12-08
期刊：
影响因子：
5.2
通讯作者：
Tomkinson, NCO
中科院分区：
文献类型：
--
作者：
Beshara, CS;Hall, A;Tomkinson, NCO
本文提出了一种简单的羰基化合物的α-酰氧基化反应的一锅法。用N-甲基-O-苯甲酰基羟胺盐酸盐处理各种醛以及环状和非环状酮，以69-92%的分离产率提供α-官能化产物。该转换是宽容的广泛的官能团，并显着，是regolospecific在歧视的情况下，在不对称的基板的主要中心的次要。
A simple, one-pot method for the alpha-acyloxylation of carbonyl compounds that proceeds at room temperature in the presence of both moisture and air has been developed. Treatment of a variety of aldehydes and both cyclic and acyclic ketones with N-methyl-O-benzoylhydroxylamine hydrochloride provides the alpha-functionalized product in 69-92% isolated yield. The transformation is tolerant of a wide range of functional groups and, significantly, is reglospecific in the discrimination of secondary over primary centers in the case of nonsymmetrical substrates.