On demand: A highly enantio- and diastereoselective synthesis of 6-amino- trisubstituted tetrahydropyridine compounds has been developed through the inverse-electron-demand aza-Diels-Alder reaction of N-aryl α,β-unsaturated ketimines with enecarbamates (E)-1. Chiral phosphoric acid catalysts achieve simultaneous activation of both the 1-azadiene and dienophile partners.

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CsHnN303S , M r = 229.3, triclinic, P1, a = 8.344(5), b = 10.476(5), c = 8.246 (5) A, a= 103.41 (5), fl = 124.03 (5), 7 = 94.56 (5) °, O m = 1.35 (2),D c= 1.36Mgm -3,Z=2,T=294K.R= 0.074 for 1703 reflexions. The aminothiazolyl and methoxyimino groups are nearly coplanar and perpendicular to the carboxyl group. The molecules form centrosymmetric dimers linked through the aminothiazolyl groups; moreover, each molecule is hydrogen bonded to two neighbours through the exocyclic amine and carbonyl groups.