Highly Enantioselective Aza‐Baylis–Hillman Reaction in a Chiral Reaction Medium

Gausepohl, Rolf; Buskens, Pascal; Kleinen, Jochen; Bruckmann, Angelika; Lehmann, Christian W.; Klankermayer, Jürgen; Leitner, Walter

doi:10.1002/anie.200600327

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Highly Enantioselective Aza‐Baylis–Hillman Reaction in a Chiral Reaction Medium

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Lehmann, Christian W.
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Leitner, Walter
Institut für Technische und Makromolekulare Chemie, Rheinisch‐Westfälische Technische Hochschule Aachen, Worringerweg 1, 52074 Aachen, Germany;
Service Department Leitner (Technical Labs), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Gausepohl, R., Buskens, P., Kleinen, J., Bruckmann, A., Lehmann, C. W., Klankermayer, J., et al. (2006). Highly Enantioselective Aza‐Baylis–Hillman Reaction in a Chiral Reaction Medium. Angewandte Chemie International Edition, 45(22), 3689-3692. doi:10.1002/anie.200600327.

Cite as: https://hdl.handle.net/11858/00-001M-0000-000F-9323-C

Abstract

Let's twist again! The first highly enantioselective asymmetric reaction in which a chiral reaction medium is the sole source of chirality is presented. The aza‐Baylis–Hillman reaction in an ionic liquid with a chiral anion, whose design is based on mechanistic insights, gave products with up to 84 % ee.