Pandey, Ganesh ; Reddy, Gottimukkula Devi ; Chakrabarti, Debasish (1996) Stereoselectivity in the photoinduced electron transfer (PET) promoted intramolecular cyclisations of 1-alkenyl-2-silyl-piperidines and -pyrrolidines: rapid construction of 1-azabicyclo[m.n.0]alkanes and stereoselective synthesis of (±)-isoretronecanol and (±)-epilupinine Journal of the Chemical Society, Perkin Transactions 1, 1 (2). pp. 219-224. ISSN 0300-922X
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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/1996...
Related URL: http://dx.doi.org/10.1039/P19960000219
Abstract
PET promoted cyclisations of 1-alkenyl-2-silyl-pyrrolidines and -piperidines 9a-d to 1-azabicyclo[m.n.0]alkanes have been found to be stereoselective. The five-membered ring formation gives predominantly cis products while six-membered rings are trans. Application of such cyclisations to the synthesis of (± )-isoretronecanol 22a, (± )-epilupinine 29 and related alkaloids has been demonstrated.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Royal Society of Chemistry. |
| ID Code: | 60989 |
| Deposited On: | 13 Sep 2011 11:26 |
| Last Modified: | 13 Sep 2011 11:26 |
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