| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1344132 | Tetrahedron: Asymmetry | 2012 | 4 Pages |
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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(1R,3S)-3-[(4R)-2,5-Dioxoimidazolidin-4-yl]-1,2,2-trimethylcyclopentanecarboxamideC12H19N3O3de = 100%[α]D28=+156.0 (c 0.50, DMSO)Source of chirality: (R)-(+)-camphorquinoneAbsolute configuration: (1R,3S,4R)
Related Topics
Physical Sciences and Engineering
Chemistry
Inorganic Chemistry
Authors
Volodymyr O. Knizhnikov, Zoia V. Voitenko, Vladimir B. Golovko, Marian V. Gorichko,