Hemming, Karl, Kondakal, Vishnu and Qamar, M. Ilyas (2012) The synthesis of hydroxy-pyrrolizidines and indolizidines from cyclopropenones: towards hyacinthacines, australines and jenamidines. Tetrahedron Letters, 53 (32). pp. 4100-4130. ISSN 0040-4039
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Abstract
The reaction of cyclic imines (1-pyrrolines and piperideines) with a cyclopropenone leads to pyrrolizidines and indolizidines, respectively, each with a hydroxy group on the carbon atom of the bridgehead. The cyclopropenone functions as an all-carbon 1,3-dipole equivalent towards the cyclic imine in this reaction, and the cyclic imines used include polyhydroxylated systems, thus allowing access to australine, alexine and hyacinthacine type compounds. The pyrrolizidine products contain the core of the jenamidine and bohemamine natural products which are of interest as cell-proliferation inhibitors and cell-cell adhesion inhibitors
Item Type: | Article | ||||||||||||||||
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Subjects: | Q Science > QD Chemistry | ||||||||||||||||
Schools: | School of Applied Sciences | ||||||||||||||||
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Depositing User: | Karl Hemming | ||||||||||||||||
Date Deposited: | 08 Aug 2012 14:05 | ||||||||||||||||
Last Modified: | 28 Aug 2021 20:38 | ||||||||||||||||
URI: | http://eprints.hud.ac.uk/id/eprint/14148 |
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- The synthesis of hydroxy-pyrrolizidines and indolizidines from cyclopropenones: towards hyacinthacines, australines and jenamidines. (deposited 08 Aug 2012 14:05) [Currently Displayed]
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