The epimerization of chiral α-amino acids by 2-hydroxy-2-methyl-1- tetralone template - The synthesis, conditions and mechanism of isomerization

Synthesis

Volumn , Issue 12, 2006, Pages 2013-2018

  Pažický, Marek ^a   Gášpár, Boris ^a   Solladié Cavallo, Arlette ^b   Sališová, Marta ^a   Boháč, Andrej ^a   Hutta, Milan ^a   Addová, Gabriela ^a  

^a Physics and Informatics   (Slovakia)

^b UNIVERSITÉ DE STRASBOURG   (France)

Author keywords

amino acids; Chiral oxazinones; Epimerizations; Iminolactones; Isomerizations; Mechanism

Indexed keywords

ISOMERIZATION; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

CHIRAL OXAZINONES; EPIMERIZATIONS; IMINOLACTONES; ISOMERIZATIONS; MECHANISM;

AMINO ACIDS;

2 HYDROXY 2 METHYL 1 TETRALONE; ALPHA AMINO ACID; AMINO ACID DERIVATIVE; LACTONE DERIVATIVE; PHENYLALANINE; TETRALIN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; DIASTEREOISOMER; ENANTIOMER; EPIMERIZATION; ISOMERIZATION; STEREOCHEMISTRY; SYNTHESIS;

EID: 33745757954     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-942401     Document Type: Article

References (8)

1. Solladié-Cavallo, A.; Šedý, O.; Sališ ová, M.; Biba, M.; Welch, C. J.; Nafié, L.; Freedman, T. Tetrahedron: Asymmetry 2001, 12, 2703.
2. (a) Solladié-Cavallo, A.; Šedý, O.; Sališová, M.; Schmitt, M. Eur. J. Org. Chem. 2002, 3042.
3. (b) Friedman, M. J. Agric. Food Chem. 1999, 47, 3457.
4. Armarego, W. Purification of Laboratory Chemicals; Butterworth-Heinemann: Burlington, 2003.
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6. (b) For the synthesis of enantiomerically enriched 2-hydroxy-2-methyl-1- tetralone (1), see: Davis, F. A.; Weismiller, M. C. J. Org. Chem. 1990, 55, 3715.
7. For more information about software, see: http://www.pikron.com.
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