An Aminocatalyzed Stereoselective Strategy for the Formal α-Propargylation of Ketones.
Igor D JurbergPublished in: Chemistry (Weinheim an der Bergstrasse, Germany) (2017)
A two-step reaction sequence is described for the asymmetric formal α-propargylation of ketones. This approach takes advantage of an aminocatalyzed conjugate addition of ketones to alkylidene isoxazol-5-ones, followed by a controlled nitrosative degradation event. The target compounds can be accessed in broad scope, in moderate to good yields, perfect diastereocontrol and good to excellent enantioselectivity.
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