The asymmetric induction and catalysis of chiral reverse micelle: Asymmetric reduction of prochiral ketones

Tetrahedron Asymmetry

Volumn 7, Issue 11, 1996, Pages 3055-3058

  Zhang, Yongmin ^a   Sun, Peipei ^a  

^a ZHEJIANG UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EPHEDRINE DERIVATIVE; QUATERNARY AMMONIUM DERIVATIVE;

ARTICLE; CATALYSIS; CHIRALITY; DRUG SYNTHESIS; ENANTIOMER; MICELLE; PRIORITY JOURNAL; REACTION ANALYSIS; TECHNIQUE;

EID: 0030575821     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(96)00396-5     Document Type: Article

References (16)

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2. (b) Zhang, Y. ; Fan, W. ; Lu, P. ; Wang, W. Synth. Commun. 18, 1495, 1988.
3. (c) Zhang, Y. ; Li, W. ibid 18, 1685, 1988.
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10. 3. (a) Fendler, J. H. "Membrane Mimetic Chemistry", Wiley-Interscience. New York. 1982, P48,
11. (b) Correll, G. D. ; Cheser, R. N. ; Nome, F. ; Fendler, J. H. J. Am. Chem. Soc. 100, 1254, 1978.
12. (c) Luisi, P. L. ; Giomini, M. ; Pileni, M. P. ; Robinson, B. H. Biochim. Biophys. Acta. 947, 209, 1988.
13. (d) Martinek, K. K. ; Klyachko, H. L. ; Kabannov, A. V. ; Khmelnitsky, Y. L. ; Levashov, A. V. ibid 981, 161 , 1989.
14. 1H NMR and IR.
15. 5. General procedure of the preparation of reverse micellar solution and asymmetric reduction of ketones: 0. 18 ml water was added dropwise in 10 ml benzene-hexanol (5 : 1 , v/v), then 1. 5 mmol surfactant was added under rigorous stirring. The solution was sonicated for 5 min in commercial ultrasonic cleaning bath (25KHz) or rigorous stirred for 40 min at 30°C , to form a homogeneous system. Then 5 mmol carbonyl compound and 6 mmol sodium borohydride were added. The reaction mixture was stirred at 20°C for 4 h, to give the product.
16. 6. Neumann, R. ; Khenkin, A. M. J. Org. Chem. 59, 7577, 1994