2024
DOI: 10.1002/ange.202418070
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Asymmetrische Synthese von β‐Ketoamiden durch eine Sulfoniumumlagerung

Vincent Porte,
Vinicius R. Nascimento,
Ana Sirvent
et al.

Abstract: The synthesis of enantioenriched α‐substituted 1,3‑dicarbonyls remains a contemporary challenge in synthesis due to their tendency to undergo racemization via keto‐enol tautomerization. Herein, we report a method to access enantioenriched β‐ketoamides by a chiral sulfinimine‐mediated [3,3]‐sigmatropic sulfonium rearrangement. The transformation displays good chirality transfer, as well as excellent chemoselectivity and functional group tolerance. Diastereoselective reduction of the ketone moiety, also achievab… Show more

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