Abstract
Bicyclic lactams 14-17 are isomerised on treatment with aluminium trichloride in 1,2-dichloroethane to give spiro lactams in high yield and >3: 1 diastereoselectivity; from the structures of 19a and 22b determined by X-ray crystallography, it follows that the indenes 19 and 21 are formed preferentially with retention of configuration at the spiro carbon atom and the naphthalenes 20 and 22 with inversion.
| Original language | English |
|---|---|
| Pages (from-to) | 2511-2512 |
| Number of pages | 2 |
| Journal | Journal of the Chemical Society, Chemical Communications |
| Issue number | 21 |
| DOIs | |
| Publication status | Published - 1994 |
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Bahajaj, A. A., Bailey, P. D., Moore, M. H., Morgan, K. M., & Vernon, J. M. (1994). Asymmetric synthesis of spiro 2-pyrrolidin-5-ones and 2-piperidin-6-ones. Journal of the Chemical Society, Chemical Communications, (21), 2511-2512. https://doi.org/10.1039/C39940002511