Convenient and stereospecific synthesis of trans-1,3-disubstituted imidazolidines and their transformation to 2,3-diamino-3-phenylpropanoic acids

被引:6
作者
Kavrakova, IK [1 ]
Lyapova, MJ [1 ]
机构
[1] Bulgarian Acad Sci, Ctr Phytochem, Inst Organ Chem, BU-1113 Sofia, Bulgaria
关键词
amino acids; 2,3-diaminocarboxylic acids; imidazolidines; ring cleavage; reductions; steric interactions;
D O I
10.1135/cccc20001580
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Conversion of the easily available trans-2-oxoimidazolidine-4-carboxylic acid 1 to the corresponding imidazolidines 8 gives after one-step oxidation and ring cleavage the diamino acid 2 in high yield. The difference in the trans-vicinal couplings for the hydrogen-bonded and nonbonded compounds suggests different ring geometry as a result of the balancing effect of the N-1 substituent on the "allylic strain".
引用
收藏
页码:1580 / 1586
页数:7
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