6-Amino-1,11-dimethyl-6,7-dihydro-5H-dibenzo [a,c] cycloheptene-6-carboxylic Acid: The First Chiral α-Amino Acid without Asymmetric Carbon Atom

Tetrahedron Asymmetry

Volumn 7, Issue 1, 1996, Pages 231-236

  Ridvan, Luděk ^a   Abdallah, Nevine ^a,b   Holakovský, Roman ^a   Tichý, Miloš ^a   Závada, Jiří ^a  

^a INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY   (Czech Republic)

^b NATIONAL RESEARCH CENTRE   (Egypt)

Author keywords

[No Author keywords available]

Indexed keywords

6 AMINO 6,7 DIHYDRO 1,11 DIMETHYL 5H DIBENZO[A,C]CYCLOHEPTENE 6 CARBOXYLIC ACID; AMINO ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0030053895     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(95)00440-8     Document Type: Article

References (20)

1. Beyond the category of α-amino acids, we have traced down a few amino acid structures in the literature which contain elements of chirality other than asymmetric carbon atom, including 1,11-diammo-6,6'-dicarbethoxydibenzo[a,c]-1,3-cycloheptadiene 2 and 6-aminomethylspiro[3,3]heptane-2-carboxylic acid 3.
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16. This problem may become particularly acute upon derivatization of the amino acids. E.g., it was found impossible to prepare optically active copper or nickel complexes of the Schiff bases of salicylaldehydes using natural amino acids to supply the imino group. 16
17. Pfeiffer, P.; Offermann, W.; Werner, W. J. Pract. Chem. 1942, 159, 313.
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19. Rosini, C.; Franzini, L.; Raffaeli, A.; Salvadori, P. Synthesis 1992, 503, and references therein.
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