Simple resolution of racemic salicylic aldehydes having an isobornyl substituent

Synthetic Communications

Volumn 39, Issue 20, 2009, Pages 3639-3646

  Buravlev, Evgeny V ^a   Chukicheva, Irina Y ^a   Kutchin, Aleksandr V ^a  

^a INSTITUTE OF CHEMISTRY   (Russian Federation)

Author keywords

Enantiomeric resolution; Salicylic aldehydes; Schiff bases; Terpenoids; Terpenylphenols

Indexed keywords

2 HYDROXY 5 METHYL 3 [1,7,7 TRIMETHYLBICYCLO(2.2.1)HEPT EXO 2 YL]BENZALDEHYDE; 2 HYDROXY 5 METHYL 3 [1,7,7 TRIMETHYLBICYCLOP(2.2.1)HEPT EXO 2 YL]BENZALDEHYDE; ALDEHYDE DERIVATIVE; ALPHA METHYLBENZYLAMINE; BORNEOL; ISOBORNYL; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; ENANTIOMER;

EID: 70349219892     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910902792648     Document Type: Article

References (8)

1. Cirri, M.; Mura, P.; Corvi Mora, P. Liquid spray formulations of xibornol by using self-microemulsifying drug delivery systems. Int. J. Pharm. 2007, 340, 84-91.
2. Plotnikov, M. B.; Smolyakova, V. I.; Ivanov, I. S.; Kuchin, A. V.; Chukicheva, I. J.; Krasnov, E. A. Antithrombogenic and antiplatelet activity of ortho-isobornyl phenol derivative. Bull. Exp. Biol. Med. 2008, 145, 328-330.
3. Chukicheva, I. Y.; Kuchin, A. V. Natural and synthetic terpenylphenols. Ross. Khim. Zh. 2004, 48, 21-37.
4. Saito, H.; Uchiyama, T.; Makino, M.; Katase, T.; Fujimoto, Y.; Hashizume, D. Optical resolution and absolute configuration of branched 4-nonylphenol isomers and their estrogenic activities. J. Health Sci. 2007, 53, 177-184.
5. Berkessel, A.; Vennemann, M. R.; Lex, J. Synthesis and configurational assignment of chiral salicylic aldehydes: Novel building blocks for asymmetric catalysis. Eur. J. Org. Chem. 2002, 2800-2807.
6. Vetter, A. H.; Berkessel, A. Schiff-base ligands carrying two elements of chir-ality: Matched-mismatched effects in the vanadium-catalyzed sulfoxidation of thioethers with hydrogen peroxide. Tetrahedron Lett. 1998, 39, 1741-1744.
7. Bigi, F.; Conforti, M. L.; Maggi, R.; Sartori, G. Trialkylamine controlled phenol-formaldehyde reaction over clay catalysts: Selective and enviromen-tally benign synthesis of salycylic aldehydes. Tetrahedron 2000, 56, 2709-2712.
8. Oleinik, I. I.; Romanov, V. E.; Oleinik, I. V.; Ivanchev, S. S. Design of Schiff base-like postmetallocene catalytic systems for polymerization of olefins, IX: Synthesis of salicylaldehydes containing an isobornyl substituent and hydroxy-phenyl imine ligands based thereon. Russ. J. Org. Chem. 2008, 44, 107-113.