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

被引：61

作者：

Akindele, Tito ^{[1
]}

Yamamoto, Yasutomo ^{[1
]}

Maekawa, Masaru ^{[1
]}

Umeki, Hiroyuki ^{[1
]}

Yamada, Ken-ichi ^{[1
]}

Tomioka, Kiyoshi ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 25期

关键词：

D O I：

10.1021/ol0621093

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：5729 / 5732

页数：4

共 58 条

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