5878-98-8Relevant articles and documents
Diastereoselective reduction of α-aminoketones: Synthesis of anti- and syn-β-aminoalcohols
Fraser, David S.,Park, Sheldon B.,Chong, J. Michael
, p. 87 - 101 (2007/10/03)
Reduction of N-t-BOC-protected-N-alkyl α-aminoketones with LiEt 3BH or Li(S-Bu)3BH furnishes protected syn-β-aminoalcohols with high selectivities. In contrast, removal of the BOC group followed by reduction of the aminoketone gives anti-β- aminoalcohols with variable selectivities. With aromatic ketones, selectivities are typically high while aliphatic ketones show mediocre to high selectivities depending on steric considerations.
Applications of Optically Active Aryl Cyanohydrins in the Synthesis of α-Hydroxy Aldehydes, α-Hydroxy Ketones and β-Hydroxy Amines
Jackson, W. Roy,Jacobs, Howard A.,Jayatilake, Gamini S.,Matthews, Barry R.,Watson, Keith G.
, p. 2045 - 2062 (2007/10/02)
Cyanohydrins, prepared in high optical purity from aryl aldehydes, have been converted into α-hydroxy aldehydes, α-hydroxy ketones and β-hydroxy amines without any racemization and frequently with good stereoselectivity for the erythro-diastereoisomer (>90percent) at the newly introduced stereogenic centre.
