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Calcium(II)-catalyzed enantioselective conjugate additions of amines

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Abstract

The direct enantioselective chiral calcium(II)·phosphate complex (Ca[CPA]2)-catalyzed conjugate addition of unprotected alkyl amines to maleimides was developed. This mild catalytic system represents a significant advance towards the general convergent asymmetric amination of α,β-unsaturated electrophiles, providing medicinally relevant chiral aminosuccinimide products in high yields and enantioselectivities. Furthermore, the catalyst can be reused directly from a previously chromatographed reaction and still maintain both high yield and selectivity.

Graphical abstract: Calcium(ii)-catalyzed enantioselective conjugate additions of amines

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Publication details

The article was received on 07 Dec 2017, accepted on 15 Dec 2017 and first published on 10 Jan 2018


Article type: Edge Article
DOI: 10.1039/C7SC05205G
Citation: Chem. Sci., 2018, Advance Article
  • Open access: Creative Commons BY license
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    Calcium(II)-catalyzed enantioselective conjugate additions of amines

    B. E. Uno, R. D. Dicken, L. R. Redfern, Charlotte M. Stern, G. G. Krzywicki and K. A. Scheidt, Chem. Sci., 2018, Advance Article , DOI: 10.1039/C7SC05205G

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