Convenient and Stereospecific Synthesis of trans-1,3-Disubstituted Imidazolidines and Their Transformation to 2,3-Diamino-3-phenylpropanoic Acids
2000; Wiley-VCH; Volume: 65; Issue: 10 Linguagem: Inglês
10.1135/cccc20001580
ISSN1212-6950
AutoresIvanka K. Kavrakova, Maria J. Lyapova,
Tópico(s)Catalytic C–H Functionalization Methods
ResumoConversion 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".
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