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  • Title: Chiral phosphoproline-catalyzed asymmetric Michael addition of ketones to nitroolefins: an experimental and theoretical study.
    Author: Zeng Z, Luo P, Jiang Y, Liu Y, Tang G, Xu P, Zhao Y, Blackburn GM.
    Journal: Org Biomol Chem; 2011 Oct 21; 9(20):6973-8. PubMed ID: 21863184.
    Abstract:
    A novel pyrrolidine-based chiral phosphoproline is an effective bifunctional organocatalyst for the asymmetric Michael addition of ketones to nitroolefins giving high levels of diastereo- and enantio-selectivities (up to > 99 : 1 dr and 96% ee). anti-SR Transition state has the lowest barrier which controls the stereoselectivity, in agreement with experimental results.
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