Bis(oxazoline) derived cationic aqua complexes: Highly effective catalysts for enantioselective Diels-Alder reactions

Tetrahedron Asymmetry

Volumn 9, Issue 20, 1998, Pages 3687-3691

  Ghosh, Arun K ^a   Cho, Hanna ^a   Cappiello, John ^a  

^a UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPENTADIENE DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL REACTION; CHIRALITY; CONFORMATION; ENANTIOMER; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; THIN LAYER CHROMATOGRAPHY;

EID: 0032561244     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(98)00362-0     Document Type: Article

References (14)

1. For a recent review, see; Ghosh, A. K.; Mathivanan, P.; Cappiello, J. Tetrahedron: Asymmetry 1998, 9, 1.
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4. (c) Evans, D. A.; Miller, S. J.; Lectka, T. J. Am. Chem. Soc. 1993, 115, 6460;
5. (d) Evans, D. A.; Murry, J. A.; Mat, P. V.; Norcross, R. D.; Miller, S. J. Angew. Chem., Int. Ed. Engl. 1995, 34, 798.
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9. (b) Kanemasa, S.; Oderaotoshi, Y.; Sakaguchi, S.; Yamamoto, H.; Tanaka, J.; Wada, E.; Curran, D. P. J. Am. Chem. Soc. 1998, 120, 3074.
10. Daicel OD column is available from Chiral Technologies, 730 Springdale Drive, Exton, PA.
11. 2 provided similar endo/exo selectivity (>99:1), endo enantioselectivity (94-98% ee) at -78°C.
12. Kool, J.; Feringa, B. L. Synlett 1995, 1025.
13. Narasaka, K.; Iwasawa, N.; Inoue, M.; Yamada, T.; Nakashima, M.; Sugimori, J. J. Am. Chem. Soc. 1989, 111, 5340.
14. All new compounds gave satisfactory spectroscopic and analytical results.