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Chem Commun (Camb). 2014 Aug 25;50(66):9309-12. doi: 10.1039/c4cc04051a.

Highly enantioselective aza-Henry reaction with isatin N-Boc ketimines.

Chemical communications (Cambridge, England)

Melireth Holmquist, Gonzalo Blay, José R Pedro

Affiliations

  1. Departament de Química Orgànica, Facultat de Química, Universitat de València, C/ Dr. Moliner 50, E-46100 Burjassot (València), Spain. [email protected] [email protected].

PMID: 24999609 DOI: 10.1039/c4cc04051a

Abstract

A highly enantioselective aza-Henry reaction with isatin N-Boc ketimines using a Cu(II)-BOX complex as a catalyst is described. The reaction, which does not require protection of the N1 atom, provides the corresponding nitroamines bearing a quaternary stereocentre with high yields and enantiomeric excesses (up to 99.9%).

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