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Iridium-catalyzed selective α-alkylation of unactivated amides with primary alcohols.

Organic letters (2013-02-16)
Le Guo, Yinghua Liu, Wubing Yao, Xuebing Leng, Zheng Huang
ANOTACE

The first α-alkylation of unactivated amides with primary alcohols is described. An effective and robust iridium pincer complex has been developed for selective α-alkylation of tertiary and secondary acetamides involving a "borrowing hydrogen" methodology. The method is compatible with alcohols bearing various functional groups. This presents a convenient and environmentally benign protocol for α-alkylation of amides.

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