The first enantioselective synthesis of imino-deoxydigitoxose and protected imino-digitoxose by using l-threonine aldolase-catalyzed aldol condensation

Tetrahedron Asymmetry

Volumn 20, Issue 2, 2009, Pages 230-234

  Nishiyama, Toshihiro ^a   Kajimoto, Tetsuya ^a   Mohile, Swapnil S ^a   Hayama, Noboru ^a   Otsuda, Teppei ^a   Ozeki, Minoru ^a   Node, Manabu ^a  

^a KYOTO PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

2 N CARBOXYBENZYLAMIDO 3 HYDROXY 2,3/4,5 O,N DIISOPROPYRIDEN 6 HEPTENYL 1 O 4 TOLUENESULFONYLATE; 2 N CARBOXYBENZYLAMIDO 3,4 DIACETOXY 6 HEPTENE; 2 N CARBOXYBENZYLAMIDO 3,4,5 TRIACETOXY 6 HEPTENE; 5 N CARBOXYBENZYLAMIDO 1,5,6 TRIDEOXY 3,4 DIACETOXY DEXTRO ALLO IMINOPYRANOSIDE; 5 N CARBOXYBENZYLAMIDO 5,6 DIDEOXY 3,4 DEXTRO ALLO IMINOPYRANOSIDE; CARDIAC GLYCOSIDE; DIGITOXIN; FRUCTOSE BISPHOSPHATE ALDOLASE; IMINOSUGAR; METHYL 2 N CARBOXYBENZYLAMIDO 3 HYDROXY 4,5 O ISOPROPYRIDEN 6 HEPTEN 1 OL; THREONINE; UNCLASSIFIED DRUG;

ALDOL REACTION; ARTICLE; CATALYSIS; DRUG STRUCTURE; DRUG SYNTHESIS; ENANTIOSELECTIVITY; PRIORITY JOURNAL;

EID: 61649126511     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2008.12.029     Document Type: Article

References (14)

1. Aronson J.K. An Account of the Foxglove and its Medical Uses 1785-1985 (1985), Oxford Med.
2. Repke K.R.H., Megges R., Weiland J., and Schon R. Angew. Chem., Int. Ed. 34 (1995) 282-294 and references therein
3. Elderfield R.C. Chem. Ber. 17 (1935) 187-249
4. Killiani H. Chem. Ber. 55 (1922) 88
5. Lichti H., Kuhn M., and von Wartburg A. Helv. Chim. Acta 45 (1962) 868-881
6. Repke K.R.H. Naunyn-Schmiedebergs Arch Exp. Pathol. Pharmakol. 233 (1958) 271-283
7. Repke K.R.H. Naunyn-Schmiedebergs Arch Exp. Pathol. Pharmakol. 236 (1959) 242-245
8. Iwasa T., Yamamoto H., and Shibata M. J. Antibiot. 23 (1970) 595
9. Truscheit E., Frommer W., Junge B., Müller L., Schmidt D.D., and Wingender W. Angew. Chem., Int. Ed. 20 (1981) 744
10. See, for example:. In: Fraser-Reid B., Tatsuta K., and Thiem J. (Eds). G1ycoscience: Chemistry and Chemica1Biology Vol. 2 (2002), Springer-Ver1ag
11. Nishiyama T., Mohire S.S., Kajimoto T., and Node M. Heterocycles 71 (2007) 1397-1405
12. Dondoni A., Franco S., Junquera F., Merchan F.L., Merino P., and Tejero T. J. Org. Chem. 62 (1997) 5497
13. Kang S.-K., Park D.-C., Rho H.-S., Yu C.-M., and Hong J.-H. Synth. Commun. 25 (1995) 203-214
14. Evans D.A., Hu E., and Tedrow J.S. Org. Lett. 3 (2001) 3133-3136