Synthesis of β-Amino Alcohols via the Reduction of Lactamides Derived from Ethyl (2S)-Lactate with Borane-Methyl Sulfide

被引:10
作者
Lewis, Frank W. [1 ]
Eichler, Matthias C. [1 ]
Grayson, David H. [1 ]
机构
[1] Trinity Coll Dublin, Univ Chem Lab, Ctr Synth & Chem Biol, Dublin 2, Ireland
关键词
lactamides; borane-methyl sulfide; amino alcohols; asymmetric synthesis; reductions; ACTIVE ANTIFUNGAL AZOLES; 1,2-AMINO ALCOHOLS; ASYMMETRIC-SYNTHESIS; ORGANOZINC REAGENTS; CHIRAL AUXILIARIES; KINETIC RESOLUTION; ORGANIC-COMPOUNDS; ACIDS; DERIVATIVES; HYDROGENATION;
D O I
10.1055/s-0029-1217538
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reactions of ethyl (2S)-lactate with various amines affords lactamides that are reduced with borane-methyl Sulfide in the presence of boron trifluoride etherate to generate enantiomerically pure P-amino alcohols in good yield.
引用
收藏
页码:1923 / 1928
页数:6
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