Synthesis, structure and reactivity of an Evans-type bis(imide) derived from a C2-symmetric bis(oxazolidinone). A reluctant chiral auxiliary

Acta Chemica Scandinavica

Volumn 53, Issue 9, 1999, Pages 703-709

  Tanner, David ^a   Railton, Craig J ^a   Pettersson, Ingrid ^b   Søtofte, Inger ^a  

^a TECHNICAL UNIVERSITY OF DENMARK   (Denmark)

^b NOVO NORDISK A S   (Denmark)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0347597028     PISSN: 0904213X     EISSN: None     Source Type: Journal    
DOI: 10.3891/acta.chem.scand.53-0703     Document Type: Article

References (23)

1. For reviews of oxazolidinone auxiliaries, see: (a) Evans, D. A., Takacs, J. M., McGee, L. R., Ennis, M. D., Mathre, D. J. and Bertroli, J. Pure Appl. Chem. 53 (1981) 1109;
2. (b) Evans, D. A. Aldrichim. Acta 15 (1982) 23;
3. (c) Evans, D. A., Nelson, J. V. and Taber, T. R. Top. Stereochem. 13 (1982) 1;
4. (d) Ager, D. J., Prakash, J. and Schaad, D. R. Chem. Rev. 96 (1996) 835;
5. (e) Ager, D. J., Prakash, J. and Schaad, D. R. Aldrichim. Acta 30 (1997) 3;
6. (f) asymmetric aldol reaction: Evans, D. A., Bartroli, J. and Shih, T. L. J. Am. Chem. Soc. 103 (1981) 2127;
7. (g) asymmetric alkylation: Evans, D. A., Ennis, M. D. and Mathre, D. J. J. Am. Chem. Soc. 104 (1982) 1737.
8. For an excellent example, see: Evans, D. A., Ratz, A. M., Huff, B. E. and Sheppard, G. S. J. Am. Chem. Soc. 117 (1995) 3448.
9. See, e.g.: Davies, S. G., Evans, G. B. and Pearce, S. Tetrahedron 50 (1994) 7521 and references therein.
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14. + (MacroModel version 6.0): Mohamadi, F., Rickards, N. G. J., Guida, W. C., Liskamp, R., Lipton, M., Caufield, C., Chang, G., Hendrickson, T. and Still, W. C. J. Comput. Chem. 11 (1990) 440.
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17. Spartan version 5.0.3 obtained from Wavefunction, Inc., 18401 Von Karman Avenue, Suite 370, Irvine, California 92715, USA.
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