Highly efficient chiral auxiliaries: Sterically constrained 2-oxazolidinones and derived amino alcohols

Reviews on Heteroatom Chemistry

Volumn 15, Issue , 1996, Pages 227-241

  Ishizuka, Tadao ^a   Kunieda, Takehisa ^a  

^a KUMAMOTO UNIVERSITY   (Japan)

Author keywords

2 amino alcohol; 2 oxazolidinone; Asymmetric reaction; Chiral auxiliary

Indexed keywords

EID: 0030525096     PISSN: 09156151     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (25)

1. D. A. Evans: Aldrichimica Acta 15 23-32 (1982).
2. T. Ishizuka and T. Kunieda: J. Syn. Org. Chem. Jpn. 49 118-127 (1991).
3. T. Ishizuka, S. Ishibuchi and T. Kunieda: Tetrahedron 49 1841-1852 (1993).
4. T. Kunieda and T. Ishizuka: Studies in Natural Products Chemistry, (Ed.)Atta-ur-Rahman (Elsevier Science Publishers, Amsterdam, Holland, 1993) 12 pp.411-444.
5. T. Ishizuka and T. Kunieda: Yakugaku Zasshi 115 460-475 (1995).
6. We are much indebted to Yoshitomi Research Laboratories (Fukuoka, Japan) for X-ray crystal analysis.
7. The following abbreviations were used. DHAOx: 4,5-(9,10-dihydroanthraceno)oxazolidin-2-one; DMAOx: 4,5-(9,10-dihydro-9,10-dimethylanthraceno)oxazolidin-2-one; HMCOx: 4,5-[3,5-(1,2,3,4,4,5-hexamethyl-1,4-cyclopenteno)]oxazolidin-2-one.
8. H. Matsunaga, K. Kimura, T. Ishizuka, M. Haratake and T. Kunieda: Tetrahedron Lett. 32 7715-7718 (1991).
9. K. Kimura, K. Murata, K. Otsuka, T. Ishizuka, M. Haratake and T. Kunieda: Tetrahedron Lett. 33 4461-4464 (1992).
10. N. Hashimoto, T. Ishizuka and T. Kunieda: Tetrahedron Lett. 35 721-724 (1994).
11. T. Ishizuka, K. Kimura, S. Ishibuchi and T. Kunieda: Chem. Lett. 991-994 (1992).
12. R. E. Damon and G. M. Coppola: Tetrahedron Lett. 31 2849-2852 (1990).
13. H. Matsunaga, T. Ishizuka, N. Marubayashi and T. Kunieda: Chem. Pharm. Bull. 40 1077-1079 (1992).
14. D. A. Evans, T. C. Britton and J. A. Ellman: Tetrahedron Lett. 28 6141-6144 (1987).
15. D. A. Evans, M. D. Ennis and D. J. Mathre: J. Am. Chem. Soc. 104 1737-1739 (1982).
16. D. A. Evans, K. T. Chapman, D. T. Hung and A. T. Kawaguchi: Angew. Chem. Int. Ed. Engl. 26 1184-1186 (1987).
17. D. A. Evans, K. T. Chapman and J. Bisaha: J. Am. Chem. Soc. 110 1238-56 (1988).
18. K. Murata, K. Kimura, T. Ishizuka and T. Kunieda: 113th Annual Meeting of the Pharmaceutical Society of Japan, Abstract 31EA13-3 (1993).
19. N. Hashimoto, K. Kimura, K. Murata, T. Ishizuka and T. Kunieda: 114th Annual Meeting of the Pharmaceutical Society of Japan, Abstract 29 [31]11-2 (1994).
20. K. Otsuka, T. Ishizuka, K. Kimura and T. Kunieda: Chem Pharm. Bull. 42 748-750 (1994).
21. T. Ishizuka and T. Kunieda: Tetrahedron Lett. 28 4185-4188 (1987).
22. K. Kimura, E. Sugiyama, T. Ishizuka and T. Kunieda: Tetrahedron Lett. 33 3147-3150 (1992).
23. R. Noyori and M. Kitamura: Angew. Chem. Int. Ed. Engl. 30 49-69 (1991).
24. K. Soai and S. Niwa: Chem. Rev. 92 833-856 (1992).
25. H. Imado, T. Ishizuka and T. Kunieda: Tetrahedron Lett. 36 931-9334 (1995).