Enantioselective synthesis of (R)- and (S)-alpha-alkylcysteines via phase-transfer catalytic alkylation.
Taek-Soo Kim, Yeon-Ju Lee, Byeong-Seon Jeong, Hyeung-geun Park, Sang-sup Jew
文献索引:J. Org. Chem. 71 , 8276, (2006)
全文:HTML全文
摘要
We reported efficient enantioselective synthetic methodologies for (R)-alpha-alkylcysteines and (S)-alpha-alkylcysteines. The phase-transfer catalytic alkylation of 2-phenyl-2-thiazoline-4-carboxylic acid tert-butyl ester and 2-o-biphenyl-2-thiazoline-4-carboxylic acid tert-butyl ester, in the presence of chiral catalysts (1 or 2), gave the corresponding alkylated products, which could be hydrolyzed to provide (R)-alpha-alkylcysteines (67->99% ee) and (S)-alpha-alkylcysteines (66-88% ee), respectively.
相关化合物
相关文献:
2007-01-01
[Angew. Chem. Int. Ed. Engl. 46(16) , 2899-902, (2007)]
Rotational isomerism in 3-bromo, 2-methylpropene studied by ir spectroscopy. Diallo AO.
[Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 36(9) , 799-803, (1980)]
Synthesis of Hydride and Alkyl Compounds Containing the Cp* Os (η3-allyl) Fragment. Crystal Structures of Cp* Os (η3-C8H13) Br2 and [Cp* Os (η3-C4H7) Me (H2O)][BF4]. Mui HD, et al.
[Organometallics 18(17) , 3264-72, (1999)]