Preparation of β-Amino Esters and β-Lactams from Nitriles via Aldimine-Borane Complexes

Azetidine derivatives R 0045 DOI: 10.1002/chin.201129093 of β-Amino Esters and β-Lactams from Nitriles via Aldimine-Borane 29- 093 Preparation Complexes. — Condensation of non-enolizable and enolizable aldimine-triethylborane complexes with dimethylketene acetal (II) provides access to β-amino esters (VI) and (III) from aliphatic (V) and aromatic nitriles (I) in a one-pot fashion. Intermediate β-amino esters are cyclized to β-lactams (IV) and (VII) in the same pot via methyl Grignard-mediated lactamization. — (RAMACHANDRAN*, P. V.; BISWAS, D.; CHEN, G.-M.; Heterocycles 82 (2011) 2, 1423-1433, http://dx.doi.org/10.3987/com-10-s(e)95 ; Dep. Chem., Purdue Univ., West Lafayette, IN 47907, USA; Eng.) — H. Hoennerscheid

ChemInform 2011, 42, issue 29

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