Simple preparation of chiral 1,3-dimethyl-2-iminoimidazolidines (monocyclic guanidines) and applications to asymmetric alkylative esterification

Tetrahedron Asymmetry

Volumn 9, Issue 10, 1998, Pages 1729-1735

  Isobe, Toshio ^a,b   Fukuda, Keiko ^a   Ishikawa, Tsutomu ^b  

^a Shiratori Pharmaceutical Co Ltd   (Japan)

^b CHIBA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BASE; BENZENE DERIVATIVE; BENZOIC ACID; GUANIDINE DERIVATIVE; IMIDAZOLIDINE DERIVATIVE; UREA;

ALKYLATION; ARTICLE; CATALYST; CHEMICAL REACTION; CHIRALITY; ESTERIFICATION; INFRARED SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032557636     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(98)00152-9     Document Type: Article

References (21)

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5. An alternative name for N-(1,3-dimethyl-2-imidazolidinylidene)amine is adopted as a CA index name after 9CI.
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10. Bird, C. W. Tetrahedron 1962, 18, 1-5. Stegmann, W.; Uebelhart, P.; Heimgartner, H.; Schmid, H. Tetrahedron Lett. 1978, 3091-3092. Ichikawa, J.; Asami, M.; Mukaiyama, T. Chem. Lett. 1984, 949-952. Duhamel, L.; Herman, T. Tetrahedron Lett. 1985, 26, 3099-3102. Weidert, P. J.; Geyer, E.; Horner, L. Liebig Ann. 1989, 533-538.
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18. On the other hand, Ono et al. reported the alkylation of carboxylic acids with alkyl halides in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU): Ono, N.; Yamada, T.; Saito, T.; Tanaka, K.; Kaji, A. Bull. Soc. Chem. Jpn 1978, 51, 2401-2404.
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20. 21 -32.4 (c=2.28, EtOH).
21. 21 -32.4 (c=2.28, EtOH).