Control of Transient Aluminum鈥揂minals for Masking and Unmasking Reactive Carbonyl Groups

详细信息    查看全文

• 作者：Francis J. Barrios ; Brannon C. Springer ; David A. Colby
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：June 21, 2013
• 年：2013
• 卷：15
• 期：12
• 页码：3082-3085
• 全文大小：275K
• 年卷期：v.15,no.12(June 21, 2013)
• ISSN：1523-7052

文摘

A new reagent, the dimethylaluminum N,O-dimethylhydroxylamine complex, is effective at masking reactive carbonyl groups in situ from nucleophilic addition. This reagent allows chemoselective addition of reducing reagents, Grignard reagents, organolithiums, Wittig reagents, and enolates into substrates with multiple carbonyl groups. Moreover, the trapped carbonyl group, a stable aminal, can be unmasked in situ for additional synthetic manipulations.