151133-00-5Relevant articles and documents
Enantioselective Synthesis of β-Amino Acids. 6. High 1,2-Stereoinduction in the Preparation of Enantiopure 2(R)-Hydroxy-3(R)-N-benzoylamino-3-phenylpropionic Acid (Like Stereoisomer of Taxol's Side Chain).
Escalante, Jaime,Juaristi, Eusebio
, p. 4397 - 4400 (1995)
The remarkably high 1,2-stereoinduction encountered in the hydroxylation of 1-benzoyl-3-methyl-6(S)-phenylperhydropyrimidin-4-one allows for the preparation of enantiopure N-benzoyl (2R,3R)-3-phenylisoserine, the like stereoisomer of taxol's C-13 side chain.
Diastereoselective Radical Couplings Enable the Asymmetric Synthesis of anti-β-Amino-α-hydroxy Carboxylic Acid Derivatives
Hidasová, Denisa,Janák, Martin,Jahn, Emanuela,Císa?ová, Ivana,Jones, Peter G.,Jahn, Ullrich
supporting information, p. 5222 - 5230 (2018/10/20)
anti-β-Amino-α-(aminoxy) esters or amides are synthesized by merging polar asymmetric aza-Michael additions of lithium 1-phenylethylamides to α,β-unsaturated carboxylic acid derivatives and diastereoselective radical couplings with the persistent free rad
Parallel synthesis of homochiral β-amino acids
Davies, Stephen G.,Mulvaney, Andrew W.,Russell, Angela J.,Smith, Andrew D.
, p. 1554 - 1566 (2008/02/09)
The parallel asymmetric synthesis of an array of 30 β-amino acids of high enantiomeric purity using the conjugate addition of homochiral lithium N-benzyl-N-(α-methylbenzyl)amide as the key step is accomplished. The experimental simplicity and highly practical nature of the protocol is demonstrated by the efficient parallel conversion of 15 α,β-unsaturated esters to both enantiomeric series of the corresponding β-amino acids in high overall yields and selectivities with minimal purification involved in each step of the reaction protocol.
