5 years ago

An Aminocatalyzed Stereoselective Strategy for the Formal α-Propargylation of Ketones

An Aminocatalyzed Stereoselective Strategy for the Formal α-Propargylation of Ketones
Igor D. Jurberg
A two-step strategy has been developed for the stereoselective preparation of alpha-propargyl ketones using isoxazol-5-ones as key building blocks. The first step is an aminocatalyzed addition of ketones to alkylidene isoxazol-5-ones, whereas the second step is a controlled nitrosative degradation event that transforms the isoxazol-5-one ring into a triple bond. In this regard, the isoxazol-5-one ring can be seen as a masked alkyne. By removing the mask, a new universe is revealed. This metaphor is represented in the artwork. More information can be found in the Communication by I. D. Jurberg. (DOI: 10.1002/chem.201701433).

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

DOI: 10.1002/chem.201702050

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