Direct proline-catalyzed asymmetric α-aminoxylation of aldehydes and ketones

被引：141

作者：

Hayashi, Y ^{[1
]}

Yamaguchi, J ^{[1
]}

Sumiya, T ^{[1
]}

Hibino, K ^{[1
]}

Shoji, M ^{[1
]}

机构：

[1] Sci Univ Tokyo, Fac Engn, Dept Ind Chem, Shinjuku Ku, Tokyo 1628601, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 18期

关键词：

D O I：

10.1021/jo049338s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The direct proline-catalyzed asymmetric alpha-aminoxylation of aldehydes and ketones has been developed using nitrosobenzene as an oxygen source, affording alpha-anilinoxy-aldehydes and -ketones with excellent enantioselectivity. Reaction conditions have been optimized, and low temperature (-20 degreesC) was found to be a key for the successful alpha-aminoxylation of aldehydes, while slow addition of nitrosobenzene is essential for that of ketones. The scope of the reaction is presented.

引用

页码：5966 / 5973

页数：8

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