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A Switchable [2]Rotaxane Asymmetric Organocatalyst That Utilizes an Acyclic Chiral Secondary Amine

Víctor BlancoSchool of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, United KingdomDavid A. LeighSchool of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, United KingdomVanesa MarcosSchool of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, United KingdomJosé Antonio Morales‐SernaSchool of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, United KingdomAlina L. NussbaumerSchool of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, United Kingdom
2014en
ABI

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A rotaxane-based switchable asymmetric organocatalyst has been synthesized in which the change of the position of the macrocycle reveals or conceals an acyclic, yet still highly effective, chiral organocatalytic group. This allows control over both the rate and stereochemical outcome of a catalyzed asymmetric Michael addition.

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