Facile and stereoselective synthesis of non-racemic 3,3,3-trifluoroalanine

被引:10
|
作者
Crucianelli, M
Battista, N
Bravo, P
Volonterio, A
Zanda, M
机构
[1] Univ Aquila, Dipartimento Chim Ingn Chim & Mat, I-67010 Coppito, Italy
[2] Politecn Milan, Dipartimento Chim, I-20131 Milan, Italy
[3] CNR, Ctr Studio Sostanze Organ Nat, I-20131 Milan, Italy
关键词
fluorine; amino acids; sulfinimines; asymmetric synthesis;
D O I
10.3390/51201251
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A highly stereoselective enantiodivergent synthesis of non-racemic 3,3,3-trifluoroalanine 7 is reported. The methodology is based on the reduction, by 9-BBN or DIBAH, of the chiral sulfinimine 3 derived from ethyl trifluoropyruvate, followed by acidic hydrolysis of the resulting diastereomeric sulfinamides 4 and 5.
引用
收藏
页码:1251 / 1258
页数:8
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