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Vaishali Gupta, Dr. Sai Sudhir V., Dr. Tanmay Mandal and Prof. Dr. Christoph Schneider Organocatalytic, Highly Enantioselective Vinylogous Mukaiyama–Michael Reaction of Acyclic Dienol Silyl Ethers Angewandte Chemie International Edition 51

Version of Record online: 6 NOV 2012 | DOI: 10.1002/anie.201207058

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Now also acyclic: The first catalytic, enantioselective, vinylogous Michael reaction of linear, acyclic dienol silyl ethers was achieved. The reaction, based upon the principle of iminium ion catalysis, delivered 1,7-dioxo compounds in one step with good yields, complete regio-, and excellent enantioselectivity. γ-Substituted dienol silyl ethers furnished products with two new stereogenic centers with good diastereoselectivity. Ms=mesityl, PNBA=para-nitrobenzoic acid.

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