Asymmetric radical addition of ethers to enantiopure N-p-toluenesulfinyl aldimines, mediated by dimethylzinc-air

作者：Akindele Tito^*; Yamamoto Yasutomo; Maekawa Masaru; Umeki Hiroyuki; Yamada Ken ichi; Tomioka Kiyoshi

来源：Organic Letters, 2006, 8(25): 5729-5732.

DOI：10.1021/ol0621093

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.

• 出版日期2006-12-7