85175-35-5Relevant articles and documents
Stereoselective synthesis of carane-based chiral β- And γ-amino acid derivatives via conjugate addition
Szakonyi, Zsolt,Csor, árpád,Haukka, Matti,Fül?p, Ferenc
, p. 4846 - 4852 (2015/07/27)
Michael addition of dibenzylamine to (-)-tert-butyl isochaminate, prepared in three steps from (-)-perillaldehyde, furnished a carane-based β-amino acid derivative in a highly stereospecific reaction. The resulting amino ester was transformed to the bicyclic amino acid, a promising building block for the synthesis of 1,3-heterocycles and peptidomimetics. The conjugate addition of nitromethane to α,β-unsaturated methyl ester likewise resulted in nitro esters in stereospecific reactions. Catalytic reduction of the nitro group yielded a γ-amino ester. Under acidic conditions, the hydrolysis of the methyl ester resulted in an unexpected aminolactone-type product through rearrangement of the bicyclic carane system, whereas an alternative synthetic pathway through α,β-unsaturated benzyl ester furnished the desired γ-amino acid.
Trimeric Dibenzylamidolithium and its Dimeric Diethyl Ether and Hexamethylphosphoramide Complexes: Structural and Theoretical Studies of Reactive Organonitrogen - Lithium Oligomers
Barr, Donald,Clegg, William,Mulvey, Robert E.,Snaith, Ronald
, p. 285 - 287 (2007/10/02)
The coloured, crystalline title compounds have properties likely to make them synthetically useful reagents, while their isolation and structural characterisation, with the aid of X-ray crystallography and MO calculations, allows predictive rules to be pu
