Tandem enantioselective conjugate addition-Mannich reactions: efficient multicomponent assembly of dialkylzincs, cyclic enones and chiral N-sulfinimines |
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| Authors: | José C González-Gómez Miguel Yus |
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| Institution: | Departamento de Química Orgánica, Facultad de Ciencias and Instituto de Síntesis Orgánica (ISO), Universidad de Alicante, Apdo. 99, 03080 Alicante, Spain |
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| Abstract: | A convenient access to enantiopure β-amino ketones through a multicomponent reaction of dialkyl zinc reagents, cyclic enones and chiral N-tert-butanesulfinimines is disclosed. Four diastereoisomers can be selectively obtained by the appropriate choice of the chiral ligand (L or ent-L) and the chiral N-sulfinimine (RS or SS). The protocol is particularly efficient when enolisable N-sulfinimines are used. |
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| Keywords: | Conjugate addition Multicomponent reaction Chiral sulfinimines β-Amino ketones Dialkyl zincs |
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