New solution free and polymer anchored chiral bispidine-based amino alcohols. Synthesis and screening for the enantioselective addition of diethylzinc to benzaldehyde

Tetrahedron Asymmetry

Volumn 14, Issue 16, 2003, Pages 2453-2458

  Lesma, Giordano ^a   Danieli, Bruno ^a   Passarella, Daniele ^a   Sacchetti, Alessandro ^a   Silvani, Alessandra ^a  

^a UNIVERSITY OF MILAN   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

2 [7 (5 BENZYLOXYPENTYL) 3,7 DIAZABICYCLO[3.3.1]NON 3 YL] 1 PHENYLETHANOL; 2 [7 (5 BENZYLOXYPENTYL) 3,7 DIAZABICYCLO[3.3.1]NON 3 YL]BUTAL 2 OL; AMINOALCOHOL; BENZALDEHYDE; LIGAND; NITROGEN; POLYMER; UNCLASSIFIED DRUG; ZINC DERIVATIVE;

ADDITION REACTION; ARTICLE; ASYMMETRIC SYNTHESIS; ATOM; CARBON NUCLEAR MAGNETIC RESONANCE; CHIRALITY; ENANTIOSELECTIVITY; GRAVIMETRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; QUANTUM YIELD; STEREOCHEMISTRY;

EID: 0041663742     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(03)00483-X     Document Type: Article

References (24)

1. Catalytic Asymmetric Synthesis; Ojima, I., Ed.; John Wiley & Sons, Inc., Publ., New York, 2000.
2. Soai K., Niwa S. Chem. Rev. 92:1992;833-856.
3. Noyori R., Kitamura M. Angew. Chem., Int. Ed. Engl. 30:1991;49-70.
4. Bolm C., Schlingloff G., Harms K. Chem. Ber. 125:1992;1191-1203.
5. Fan Q.-H., Li Y.-M., Chan A.S.C. Chem. Rev. 102:2002;3385-3466.
6. Vidal-Ferran A., Bampos N., Moyano A., Pericàs M.A., Riera A., Sanders J.K.M. J. Org. Chem. 63:1998;6309.
7. Liu G., Ellmann J.A. J. Org. Chem. 60:1995;7712.
8. Watanabe M., Soai K. J. Chem. Soc., Perkin Trans. 1. 1994;837.
9. Soai K., Watanabe M., Yamamoto A. J. Org. Chem. 55:1990;4832.
10. Itsuno S., Fréchet J.M.J. J. Org. Chem. 52:1987;4140.
11. Hoppe D., Hense T. Angew. Chem., Int. Ed. Engl. 36:1997;2282-2316.
12. Beak P., Basu A., Gallagher D.J., Park Y.S., Thayumanavan S. Acc. Chem. Res. 29:1996;552-560.
13. Schwerdtfeger J., Hoppe D. Angew. Chem., Int. Ed. Engl. 31:1992;1505-1507.
14. Muci A.R., Campos K.R., Evans D.A. J. Am. Chem. Soc. 117:1995;9075-9076.
15. Curtis M.D., Beak P. J. Org. Chem. 64:1999;2996-2997.
16. Denmark S.E., Stiff C.M. J. Org. Chem. 65:2000;5875-5878.
17. Hodgson D.M., Norsikian S.L.M. Org. Lett. 3:2001;461-463.
18. Sigman M.S. J. Am. Chem. Soc. 123:2001;7475-7476.
19. Haack K.J., Goddard R., Porschke K.R. J. Am. Chem. Soc. 119:1997;7992-7999.
20. Park Y.S., Weisenburger G.A., Beak P. J. Am. Chem. Soc. 119:1997;10537-10538.
21. Park Y.S., Weisenburger G.A., Beak P. J. Am. Chem. Soc. 119:1997;10537-10538.
22. Huttenloch O., Laxman E., Waldmann H. Chem. Commun. 2002;673.
23. Huttenloch O., Spieler J., Waldmann H. Eur. J. Org. Chem. 6:2000;391-399.
24. Huttenloch O., Laxman E., Waldmann H. Chem. Eur. J. 20:2002;4767-4780.