Diastereoselective reduction of α-aminoketones: Synthesis of anti- and syn-β-aminoalcohols
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.
Fraser, David S.,Park, Sheldon B.,Chong, J. Michael
p. 87 - 101
(2007/10/03)
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