198635-22-2Relevant academic research and scientific papers
Diastereoselective reduction of β-ketophosphonates derived from amino acids. A new entry to enantiopure β-hydroxy-γ-aminophosphonate derivatives
Ordoez, Mario,De la Cruz, Ricardo,Fernandez-Zertuche, Mario,Muoz-Hernandez, Miguel-Angel
, p. 559 - 562 (2002)
The reduction of γ-N,N-dibenzylamino-β-ketophosphonates 4 derived from readily available (S)-tribenzylated amino acids was achieved with catecholborane at -20°C affording γ-amino-β-hydroxyphosphonates 5 in high diastereoselectivity and good chemical yield. These reactions provide a new entry to enantiomerically pure γ-amino-β-hydroxyphosphonates.
Stereoselective synthesis of β-amino alcohols: Diastereoselective reduction of chiral α-amino enones derived from amino acids
Chung, Sung-Kee,Kang, Dong-Ho
, p. 3027 - 3030 (2007/10/03)
α-Amino acids are doubly benzylated at nitrogen to give N,N-dibenzyl amino acids, which can readily be converted to α'-amino enones 3. The α'-amino enones are very resistant to racemization, and undergo highly diastereoselective reduction to afford chiral amino alcohols upon treatment with L-Selectride under non-chelation control.
