Disulfonimide-Catalyzed Asymmetric Vinylogous and Bisvinylogous Mukaiyama Aldol 
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Ratjen, Lars; García-García, Pilar; Lay, Frank; Beck, Michael Edmund; List, Benjamin

doi:10.1002/anie.201005954

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Disulfonimide-Catalyzed Asymmetric Vinylogous and Bisvinylogous Mukaiyama Aldol Reactions

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Ratjen, Lars
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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García-García, Pilar
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Lay, Frank
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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List, Benjamin
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Ratjen, L., García-García, P., Lay, F., Beck, M. E., & List, B. (2011). Disulfonimide-Catalyzed Asymmetric Vinylogous and Bisvinylogous Mukaiyama Aldol Reactions. Angewandte Chemie International Edition, 50(3), 754-758. doi:10.1002/anie.201005954.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0014-A407-A

Abstract

Let's talk about six! A new chiral disulfonimide catalyzed vinylogous Mukaiyama aldol addition of crotonic acid derived nucleophiles to aldehydes has been developed and the concept of vinylogy was further expanded to double vinylogous, sorbic acid derived nucleophiles. This reaction is an example of a previously unknown ε‐selective bisvinylogous Mukaiyama Aldol addition that extends the substrate by six carbon atoms (see scheme).