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Asymmetric Allylic Alkylation of Cyclic Vinylogous Esters and Thioesters by Pd‐Catalyzed Decarboxylation of Enol Carbonate and β‐Ketoester Substrates

2006; Wiley; Volume: 45; Issue: 19 Linguagem: Inglês

10.1002/anie.200504421

1521-3773

Barry M. Trost, Robert N. Bream, Jiayi Xu,

Catalytic C–H Functionalization Methods

Excellent yields and enantioselectivities were achieved for the palladium-catalyzed asymmetric allylic alkylation of vinylogous thioesters. The close-to-neutral reaction conditions ensure that this reaction can tolerate a wide range of functionalities. Furthermore, this approach provides a convenient protocol for the synthesis of synthetically important α,α- and γ,γ-disubstituted cycloalkenones. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2006/z504421_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.