A new highly efficient synthetic route to enantiopure 10-bromocamphor

A new enantiospecific synthetic route to the interesting chiral synthetic intermediate 10-bromocamphor starting from readily available camphor is described. The procedure takes place straightforwardly in only three synthetic steps with high overall yield. Mechanistically, two interesting enantiospec...

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Bibliographic Details
Published in:Tetrahedron: asymmetry 2000-08, Vol.11 (15), p.3059-3062
Main Authors: Lora Maroto, Beatriz, de la Moya Cerero, Santiago, Garcı́a Martı́nez, Antonio, Garcı́a Fraile, Amelia, Teso Vilar, Enrique
Format: Article
Language:English
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Summary:A new enantiospecific synthetic route to the interesting chiral synthetic intermediate 10-bromocamphor starting from readily available camphor is described. The procedure takes place straightforwardly in only three synthetic steps with high overall yield. Mechanistically, two interesting enantiospecific Wagner–Meerwein rearrangements involving 2-norbornyl carbocations take place during the process.
ISSN:0957-4166
1362-511X
DOI:10.1016/S0957-4166(00)00279-2