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Terpene compounds. Part V. A synthesis of (±)-β- fenchocamphorone
D MUKHERJI, J C BARDHAN
Published in -
1949
Pages: 195 - 197
Abstract
Ethyl 2:2-dimethylcyclopentan-1-one-4-carboxylate (Bardhan, Banerji, and Bose, J., 1935, 1128) readily condenses with ethyl cyanoacetate to give ethyl 4-carbethoxy-2:2-dimethylcyclopentylidenecyanoacetate. This on catalytic hydrogenation followed by hydrolysis affords 4-carboxy-2:2-dimethylcyclopentane- 1-acetic acid. The corresponding lead salt on pyrolysis furnishes (±)-β-fenchocamphorone. This synthesis establishes the correctness of the structure of β-fenchocamphorone and consequently of β-fenchene.
About the journal
JournalJournal of the Chemical Society (Resumed)
Publisher-
ISSN0368-1769