4 years ago

Highly Selective Manganese(I)/Lewis Acid Cocatalyzed Direct C−H Propargylation using Bromoallenes

Frank Glorius, Can Zhu, Luca Jonas Schwarz, Sara Cembellin, Steffen Greßies
A manganese(I)/Lewis acid cocatalyzed direct C−H propargylation with high selectivity has been developed. BPh3 was discovered to not only promote the reactivity, but also enhance the selectivity to afford the propargylation products rather than allene derivatives. Secondary, tertiary or even quaternary carbon centers at the propargylic position could be directly constructed. Both internal and terminal alkynes are easily accessible. The chirality was successfully transferred from an axially chiral allene to the central chirality. The reactivity of the manganese catalyst in this chemistry was found to be unique comparing other transition metal catalysts.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201710835

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