Zinc Catalyzed and Mediated Propargylations with Propargyl Boronates
Organic Letters2009Vol. 12(1), pp. 88–91
Citations Over TimeTop 10% of 2009 papers
Daniel R. Fandrick, Keith R. Fandrick, Jonathan T. Reeves, Zhulin Tan, Courtney S. Johnson, Heewon Lee, Jinhua J. Song, Nathan K. Yee, Chris H. Senanayake
Abstract
The utility of allenyl and propargyl boronates for the propargylation of aldehydes and ketones mediated by zinc is presented. The reaction is catalytic in zinc with allenyl or propargyl borolanes. The propargylation with crystalline and air-stable propargyl diethanolamine boronates was also achieved. A catalytic cycle is proposed, and preliminary mechanistic studies are discussed.
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