Enantioseparation of N-(1-arylethyl)amides and α-[N-(3,5-dinitrobenzoyl)]amino esters by column chromatography. Chiral recognition using a hydrogen bond acceptor centered in a pseudo-C2 symmetric environment

Tetrahedron Asymmetry

Volumn 7, Issue 6, 1996, Pages 1733-1739

  Kishikawa, Keiki ^a   Takada, Yuki ^a   Kawashima, Koichiro ^a   Kohmoto, Shigeo ^a   Yamamoto, Makoto ^a   Yamada, Kazutoshi ^a  

^a CHIBA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; ETHYLAMINE; SILICA GEL; UREA DERIVATIVE;

ARTICLE; CHIRALITY; COLUMN CHROMATOGRAPHY; ENANTIOMER; PRIORITY JOURNAL; RACEMIC MIXTURE;

EID: 0029885947     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(96)00207-8     Document Type: Article

References (9)

1. Kishikawa, K.; Otake, K.; Kohmoto, S.; Yamamoto, M.; Yamada, K. Tetrahedron: Asymmetry 1995, 6, 329.
2. Kohmoto, S.; Kasimura, H., Nishio, T.; Iida, I.; Kishikawa, K.; Yamamoto, M.; Yamada, K. J. Chem. Soc. Perkin 2 1994, 1565
3. Hyun, M.; Min, C.-S. Chem. Lett. 1994, 1463.
4. Kishikawa, K.; Furusawa, A.; Kohmoto, S.; Yamamoto, M.; Yamada, K. J. Org. Chem. 1993, 58, 7296. Kishikawa, K.; Kohmoto, S.; Yamamoto, M.; Yamada, K. J. Org. Chem. 1989, 54, 2428.
5. Kishikawa, K.; Furusawa, A.; Kohmoto, S.; Yamamoto, M.; Yamada, K. J. Org. Chem. 1993, 58, 7296. Kishikawa, K.; Kohmoto, S.; Yamamoto, M.; Yamada, K. J. Org. Chem. 1989, 54, 2428.
6. CSP 1 was synthesized from 2 and a thiol which was prepared from (3-mercaptopropyl)trimethoxysilane and silica gel (5μ, Wakogel LC-H5). Pirkle, W. H.; House, D. W. J. Org. Chem. 1979, 44, 1957.
7. Pirkle, W. H.; Pochapsky, T. C. Chem. Rev. 1989, 89, 347; Pirkle, W. H., Liu, Y. J. Org. Chem. 1994, 59, 6911.
8. Pirkle, W. H.; Pochapsky, T. C. Chem. Rev. 1989, 89, 347; Pirkle, W. H., Liu, Y. J. Org. Chem. 1994, 59, 6911.
9. 1 of the authentic samples.