Calcium(ii)-catalyzed enantioselective conjugate additions of amines.

Chem Sci

Department of Chemistry , Center for Molecular Innovation and Drug Discovery , Northwestern University, 2145 Sheridan Rd , Evanston , IL 60208 , USA . Email:

Published: February 2018

The direct enantioselective chiral calcium(ii)·phosphate complex (Ca[CPA])-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.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5887857PMC
http://dx.doi.org/10.1039/c7sc05205gDOI Listing

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