273749-15-8Relevant articles and documents
Enantio- and diastereoselective synthesis of β-substituted-δ- aminoboronic esters from nitriles
Ramachandran, P. Veeraraghavan,Mitsuhashi, Wataru,Biswas, Debanjan,Nicponski, Daniel R.
supporting information, p. 4830 - 4833 (2013/09/02)
The first stereocontrolled synthesis of the title δ-aminoboronic esters - proceeding from commercially available nitriles - via a reduction, Brown's 'allyl' boration reaction, a Boc-protection, a hydroboration, an oxidative elimination of α-pinene, and an esterification reaction, has been reported in excellent enantio- and diastereoselectivities.
Preparation of β-amino esters and β-lactams from nitriles via aldimine-borane complexes
Ramachandran, P. Veeraraghavan,Biswas, Debanjan,Chen, Guang-Ming
experimental part, p. 1423 - 1433 (2011/05/05)
A one-pot synthesis of β-amino esters has been achieved in 59-75% yield from aromatic and aliphatic nitriles via the condensation of the corresponding non-enolizable and enolizable aldimine-triethylborane complexes, respectively with methyl trimethylsilyl ketene acetals. Grignard-mediated lactamization of the intermediate β-amino esters provides the corresponding β-lactams in the same pot in 58-74% overall yield. Tha japan Institute of Heterocyclic chemistry.
