Asymmetric radical addition of ethers to enantiopure N-p-toluenesulfinyl aldimines, mediated by dimethylzinc-air
Asymmetric radical addition of ethers to enantiopure N-p-toluenesulfinyl aldimines, mediated by dimethylzinc-air
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DOI：
10.1021/ol0621093
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发表时间：
2006-12-07
期刊：
影响因子：
5.2
通讯作者：
Tomioka, Kiyoshi
中科院分区：
文献类型：
--
作者：
Akindele, Tito;Yamamoto, Yasutomo;Tomioka, Kiyoshi
实现了对映体芳香族N-对甲苯磺酰二胺的不对称自由基加成反应。所需的自由基是由二甲基锌-空气生成的。N-对甲苯磺酰缩醛的Lewis酸活化，然后进行自由基加成，得到亚磺酰胺和亚磺酰胺的混合物。然后用干燥的m-CPBA处理混合物，得到对映体富集型的磺胺产品。
Asymmetric radical addition of ethers to enantiopure aromatic N-p-toluenesulfinyl aldimines has been achieved. The requisite radicals were generated by dimethylzinc-air. Lewis acid activation of the N-p-toluenesulfinyl aldimines followed by radical addition gives a mixture of sulfinamide and sulfonamide products. Subsequent treatment of the mixture with dry m-CPBA affords the sulfonamide product in enantiomerically enriched form.