4764-54-9Relevant articles and documents
Halogenated Terpenoids. XXII. Uroterpenol. The C8 Stereochemistry
Carman, Raymond M.,Greenfield, Kay L.,Robinson, Ward T.
, p. 21 - 30 (2007/10/02)
The two diastereoisomeric p-menth-1-ene-8,9-diols (uroterpenols) have been separated and crystallized.A crystallographic analysis of a dibromo derivative enables relative and absolute configurations to be assigned throughout the series.
Selective Bromination of Polyenes by 2,4,4,6-tetrabromocyclohexa-2,5-dienone
Kato, Tadahiro,Ichinose, Isao
, p. 1051 - 1056 (2007/10/02)
2,4,4,6-Tetrabromocyclohexa-2,5-dienone (TBCO) liberates bromonium ion when treated with polyenes to form brominated products.The results of the reaction of TBCO with simple olefins are presented.The analogous bromo-ketones, 4-bromo-2,4,6-trichloro- and 2,4,6-tribromo-4-methyl-cyclohexa-2,5-dienone, (4) and (5) respectively, afford the same products (3a), (6), and (7) when treated with geranyl cyanide (1; R = CN).The evidence suggests that formation of the dibromide (3a) may be due to sequential reactions.TBCO in the presence of cetyltrimethylammonium bromide serves as an excellent reagent for selective bromination of polyenes under very mild conditions.