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Silver‐Catalyzed Hydroamination of Siloxy Alkynes

2006; Wiley; Volume: 45; Issue: 30 Linguagem: Inglês

10.1002/anie.200601276

1521-3773

Jianwei Sun, Sergey A. Kozmin,

Catalytic C–H Functionalization Methods

New catalytic process: The silver-catalyzed hydroamination of siloxy alkynes with secondary amides furnishes silyl ketene aminals with high efficiency and excellent diastereoselectivity (see scheme), including some that are unavailable by conventional silylation methods. The reaction comprises a fast and reversible silver–alkyne complexation, followed by a rate-determining CN bond-forming step. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2006/z601276_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.