DOI: 10.1039/A707388G
(Paper)
Reference Section for: Chem. Commun., 1998, 299-300
Stereoselective intramolecular aldol reactions of (4R)-3-(3-oxobutanoyl)-1,3-thiazolidine-4-carboxylates believed to be directed by ‘self-induced’ axial chirality
(Note: The full text of this document is currently only available in the PDF Version )
Andrew G. Brewster, Christopher S. Frampton, Mark B. Mitchell, Jay Jayatissa, Richard J. Stoodley and Shaheen Vohra
Abstract
Essentially complete retention of configuration accompanies the base-induced aldol reaction of the thiazolidinecarboxylate 6c to give the fused heterocycles 7c and 8c and their retroaldol–acylation reactions to give the bicycle 9c.
References
- B. Beagley, M. J. Betts, R. G. Pritchard, A. Schofield, R. J. Stoodley and S. Vohra, J. Chem. Soc., Perkin Trans. 1, 1993, 1761 RSC.
- T. Wirth, Angew. Chem., Int. Ed. Engl., 1997, 36, 225 CrossRef CAS.
- T. Kawabata, T. Wirth, K. Yahiro, H. Suzuki and K. Fuji, J. Am. Chem. Soc., 1994, 116, 10 809 CrossRef CAS.
- M. D. Andrews, A. G. Brewster and M. G. Moloney, Synlett, 1996, 612 CrossRef CAS.
- J. Clayden, Angew. Chem., Int. Ed. Engl., 1997, 36, 949 CrossRef CAS.