13679-86-2Relevant academic research and scientific papers
CHLORATION ALLYLIQUE D'OLEFINES DE TYPE ISOPRENIQUE A L'AIDE DU CHLORURE DE SULFURYLE
Bulliard, Michel,Balme, Genevieve,Gore, Jacques
, p. 5767 - 5770 (1989)
Sulfuryl chloride is a convenient reagent for the allylic chlorination of olefins bearing an isopropenyl or isopropylidenyl moiety.The substitution occurs with good yields and with allylic rearrangement, giving in most cases a secondary chloride.
Simple synthesis of karahanaenone
Konstantinovic, S.,Bugarcic, Z.,Marjanovic, Lj.,Gojkovic, S.,Mihailovic, M. Lj.
, p. 1169 - 1170 (2007/10/03)
Karahanaenone 1 has been prepared from linalool 3. Linalool 3 is cyclized to the corresponding tetrahydrofuran-type cyclic ethers 4a-c on treatment with PhSeCl, N-bromosuccinimide, and 3-chloroperbenzoic acid, respectively. 4a-c on further treatment with various reagents, provide allylic cyclic ether 6 which is converted to 1 via 2.
THE STRUCTURAL DIRECTION OF THE ELECTROCHEMICAL OXIDATION OF LINALOOL
Panfilov, A. K.,Cherkaev, G. V.,Magdesieva, T. V.,Przhiyalgovskaya, N. M.
, p. 526 - 533 (2007/10/02)
The electrochemical oxidation of linalool in methanol containing alkaline electrolytes leads to direct anodic oxidation of the substrate at the C6=C7 bond.Heterocyclization and molecular rearrangements take place to a significant degree in addition to methoxylation.Acetal protection of the hydroxyl group prevents the formation of the heterocyclization products and thereby increases the selectivity of the reaction with respect to the methoxylation products.
Synthesis of Karahanaenone
Uneyama, Kenji,Date, Takasi,Torii, Sigeru
, p. 3160 - 3163 (2007/10/02)
Karahanaenone (1) has been prepared from dehydrolinalyl acetate.Electrochemical epoxidation of dehydrolinalyl acetate provided the corresponding epoxide 6a (75percent) which was converted to keto acetate 7a (82percent) by an electrogenerated acid-catalyzed rearrangement.Hydrogenation followed by alkaline hydrolysis gave 6-hydroxy-2,6-dimethyl-7-octen-3-one (7c) (86percent), which was subjected to thermal dehydration at 200 deg C to give 1 (85percent) via Claisen type rearrangement of the intermediate 2-methyl-2-ethenyl-5-propylidenetetrahydrofuran (2).An alternative route to 1 via thermolysis of the xanthate of 1-(5-ethenyl-5-methyl-2-tetrahydrofuranyl)-1-methylethanol (10b) is also described.
Acid-catalyzed Rearrangements of Linalool Oxide
Ho, Tse-Lok,Liu, Shing-Hou
, p. 761 - 769 (2007/10/02)
Reaction of linalool oxide (1) with acids leads to a variety of dehydration products which are shown to be aliphatic dienones and /or monocyclic enones.A mechanism is proposed to account for the generation of all these compounds.
Heterocyclic compound as odor- and flavor-modifying agent
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, (2008/06/13)
New heterocyclic compound useful as odor-modifying agent for manufacturing perfumes, perfumed products, natural or synthetic essential oils, and as flavor-modifying agent for the manufacture of artificial flavors or for flavoring foodstuffs, animal feeds, beverages, pharmaceutical preparations and tobacco products. Process for preparing said heterocyclic compound.
