Asymmetric synthesis of 2-alkyl- and 2-aryl-3-aminopropionic acids (β2-amino acids) from (S)-N-acryloyl-5,5-dimethyloxazolidin-2-one SuperQuat derivatives

被引:37
作者
Beddow, JE [1 ]
Davies, SG [1 ]
Smith, AD [1 ]
Russell, AJ [1 ]
机构
[1] Univ Oxford, Dept Organ Chem, Chem Res Lab, Oxford OX1 3TA, England
关键词
D O I
10.1039/b410938d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Conjugate addition of lithium amides to (S)-N-acryloyl- or (S)-N-2'-alkylacryloyloxazolidinones and alkylation or protonation of the resulting enolates with 2-pyridone respectively provides a highly stereoselective and product complementary route to a range of (R)- and (S)-2-alkyl-3-aminopropionic acids in good yield and in high ee.
引用
收藏
页码:2778 / 2779
页数:2
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