Selfcondensation of 2-methylpropanal with homochiral BINOL catalysts as a model asymmetric aldol - Tishchenko reaction

Tetrahedron Asymmetry

Volumn 10, Issue 12, 1999, Pages 2411-2415

  Loog, Olavi ^a   Mäeorg, Uno ^a  

^a UNIVERSITY OF TARTU   (Estonia)

Author keywords

[No Author keywords available]

Indexed keywords

ISOBUTYRALDEHYDE;

ARTICLE; CATALYST; CHEMICAL REACTION; POLYMERIZATION; PRIORITY JOURNAL; STEREOCHEMISTRY;

EID: 0345363094     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(99)00219-0     Document Type: Article

References (23)

1. (a) Brauchbar, M.; Kohn, L. Monatsh. Chem. 1898, 19, 16-55.
2. (b) Kirchbaum, F. M. A. Monatsh. Chem. 1904, 25, 249-266.
3. (c) Tishchenko, V. E. Zhurnal' Russkago Fiziko-Khimicheskago Obshchestva 1906, 38, 355-418, 482-540.
4. (d) Villani, F. J.; Nord, F. F. J. Am. Chem. Soc. 1947, 69, 2605-2067.
5. (e) Hesse, G.; Maurer, M. Lieb. Ann. Chem. 1962, 658, 21-38.
6. (f) Milton, P. A.; Hugh, H. J. US Patent 3291821, 1966 [Chem. Abstr. 1966, 66, 37420q].
7. (g) Casnati, G.; Pochini, A.; Salerno, G.; Ungaro, R. Tetrahedron Lett. 1974, 12, 959-962.
8. (h) Pochini, A.; Salerno, G.; Ungaro, R. Synthesis 1975, 164-165.
9. Burkhardt, E. R.; Bergman, R. G.; Heathcock, C. H. Organometallics 1990, 9, 30-44.
10. Evans, D. A.; Hoveyda, A. H J. Am. Chem. Soc. 1990, 112, 6447-6449.
11. (a) Romo, D.; Meyer, S. D.; Johnson, D. D.; Schreiber, S. L. J. Am. Chem. Soc. 1993, 115, 7906-7907.
12. (b) Umekawa, Y.; Sakaguchi, S.; Nishiyama, Y.; Ishii, Y. J. Org. Chem. 1997, 62, 3409-3412.
13. (c) Hulme, A. N.; Howells, G. E. Tetrahedron Lett. 1997, 38, 8245-8248.
14. (d) Schöning, K.-U.; Hayashi, R. K.; Powell, D. R.; Kirschning, A. Tetrahedron: Asymmetry 1999, 10, 817-820.
15. (a) Mahrwald, R.; Costisella, B. Synthesis 1996, 1087-1089.
16. (b) Bodnar, P. M.; Shaw, J. T.; Woerpel, K. A. J. Org. Chem. 1997, 62, 5674-5675.
17. (c) Lu, L.; Chang, H.-Y.; Fang, J.-M. J. Org. Chem. 1999, 64, 843-853.
18. Fouquet, G.; Merger, F.; Platz, R. Liebigs Ann. Chem. 1979, 10, 1591-1601.
19. Peterson, J.; Timotheus, H.; Mäeorg, U. Proc. Estonian Acad. Sci. Chem. 1997, 46, 93-101.
20. Loog, O.; Mäeorg, U. Proc. Estonian Acad. Sci. Chem. 1998, 47, 193-195.
21. (a) Häusermann, M. Helv. Chim. Acta 1951, 34, 2172-2181.
22. (b) Nielsen, A. T.; Houlihan, W. J. Org. React. 1968, 16, 58-59.
23. Harada, T.; Kurokawa, H.; Kagamihara, Y.; Tanaka, S.; Inoue, A.; Oku, A. J. Org. Chem. 1992, 57, 1412-1421.