Diastereospecific ring cleavage of bornane-2,3-dione in the Bucherer-Bergs reaction |
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| Authors: | Volodymyr O. Knizhnikov Zoia V. Voitenko Vladimir B. Golovko Marian V. Gorichko |
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| Affiliation: | 1. Department of Chemistry, Kiev University, Volodimirska St. 64, Kiev 01033, Ukraine;2. Department of Chemistry, University of Canterbury, P.B. 4800, Christchurch 8140, New Zealand |
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| Abstract: | A novel regio- and diastereospecific ring cleavage of bornane-2,3-dione (camphor quinone) under Bucherer-Bergs reaction conditions has been investigated. The simplicity of this transformation provides a novel and straightforward synthetic pathway to enantiopure derivatives of cyclopentane carboxylic acid as well as functionalized hydantoins in just two steps, starting from inexpensive and easily available camphor. |
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