Nitrate esters in the generation of amino acid radicals

CJ Easton, AJ Ivory, CA Smith

文献索引：Easton, Christopher J.; Ivory, Andrew J.; Smith, Craig A. Journal of the Chemical Society. Perkin Transactions 2, 1997 , # 3 p. 503 - 507

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被引用次数: 19

摘要

Nitrate esters, prepared by treatment of β-hydroxy-α-amino acid derivatives with nitric acid, react with tributyltin hydride to give the corresponding alkoxyl radicals. These radicals readily undergo β-scission, providing a convenient route for the regiocontrolled production of α-carbon-centred amino acid radicals. By examining the partitioning of the alkoxyl radicals between the β-scission process and the competing hydrogen transfer reaction, it has been ...