99745-11-6

Usage

InChI:InChI=1/C13H22O/c1-10(2)6-8-13(11(3)4)9-7-12(5)14/h6,8,11,13H,1,7,9H2,2-5H3/b8-6-

Upstream product

• 917-64-6 methyl magnesium iodide 
• 51513-11-2 4-isopropyl-7-methyl-octa-5t,7-dienenitrile 
• 71300-62-4 4-isopropyl-7-methyl-octa-5t,7-dienoic acid ethyl ester 
• 67-68-5 dimethyl sulfoxide 
• 80324-60-3 (S)-5-Isopropyl-hept-6-yn-2-one 
• 40525-38-0 Solanol 
• 51840-50-7 1-(3-methylbut-1-en-1-yl)piperidine 
• 590-86-3 isovaleraldehyde 
• 676-58-4 methylmagnesium chloride 
• 51533-70-1 diethyl (2-methylallyl)phosphonate 
• 15303-46-5 (rac)-2-isopropyl-5-oxohexanal 
• 57422-87-4 (E)-1-(3-methylbut-1-en-1-yl)piperidine 
• 70687-50-2 4-isopropylglutaraldehydonitrile 
• 57934-86-8 (+/-)-8-hydroxy-5-isopropyl-8-methyl-6(E)-nonen-2-one 

Relevant academic research and scientific papers

Nickel-catalyzed reductive 1,3-diene formation from the cross-coupling of vinyl bromides

Facile construction of 1,3-dienes building upon cross-electrophile coupling of two open-chain vinyl halides is disclosed in this work, showing moderate chemoselectivities between the terminal bromoalkenes and internal vinyl bromides. The present method is mild and tolerates a range of functional groups and can be applied to the total synthesis of a tobacco fragrance solanone.

Diene compound and synthesis method thereof

The invention provides a synthesis method of a diene compound. The method comprises the following steps: taking beta-alkenyl bromide and alpha/beta-alkenyl bromide as raw materials, adding a catalyst, a ligand, a reducing agent, a halogen ion exchanger and a solvent, and carrying out reductive coupling reaction to obtain the required diene compound. The invention further provides a diene compound. The diene compound and the synthetic method thereof provided by the invention have the advantages of green and environment-friendly catalyst metal, low toxicity, high efficiency, low cost, mild reaction, simple operation and high yield.

(E)-type solanone and preparation method and application thereof

The invention discloses (E)-type solanone, which has a three-dimensional structural formula shown in the specification, or has a name of (S, E)-5-isopropyl-8-methyl-6, 8-diene-2-one, or has a name of(R, E)-5-isopropyl-8-methyl-6, 8-diene-2-one. The invention also discloses a preparation method of the (E)-type solanone and an application of the (E)-type solanone in perfuming cigarette tobacco shreds.

Stereoselective and Modular Assembly Method for Heterocycle-Fused Daucane Sesquiterpenoids

A stereoselective synthetic method is reported for the molecular framework found in common daucane and isodaucane sesquiterpenoid natural products. The synthetic method constitutes a scalable, modular, and also asymmetric access to a complex natural product scaffold, wherein the substitution pattern and the stereochemistry can be adjusted simply by choosing different starting materials. The method allows the rapid introduction of diverse heterocyclic substructures such as (benzo)furans, (benzo)thiophenes, dithiins, thiazoles, and indoles, which actually also facilitate and direct the key intramolecular annulation step.

Preparation method of solanone and synthetic intermediate thereof

The invention relates to a preparation method of solanone and a synthetic intermediate thereof and provides a safe industrial method using not many steps to prepare a large amount of solanone as a flavor compound. The solution comprises using N-(3-methyl-1-yl) piperidine and 4-acryloyl morpholine for Michael addition reaction , then performing hydrolysis of acid to generate a novel aldehyde, making the aldehyde to carry out Wittig reactions, so that a novel morpholine amide compound is provided as a synthetic intermediate of the preparation method of the solanone. Then the compound reacts with a Grignard reagent, so that the solanone is prepared by means of the industrial method.

Facile preparation of conjugated dienes from allylic alcohols

An efficient two-step procedure to prepare conjugated dienes from allylic alcohols is developed without the formation of regioisomers and rearranged products.

Metal-Catalyzed Organic Photoreactions. Bond-Cleavage Selectivity and Synthetic Application of the Iron(III) Chloride Catalyzed Photooxidation of Cyclic Olefins

Photooxidation of olefins in pyridine in the presence of iron(III) chloride produced either α-chloro ketones (type A), gem-dichloro ketones (type B), or α,ω-dichloro ketones (type C), depending upon the substitution pattern of the substrate olefin.The synthetic utility of the type B reaction was demonstrated by the synthesis of some natural products.The synthesis of optically active solanone from D-p-menthene confirmed the D configuration of the natural product.

Total synthesis of (S)-(+)-Solanone

Optically active solanone was synthesized from (R)-(+)-p-menthene, and the (S)-configuration was confirmed for the natural product.

TERPENOIDS. SYNTHESIS OF (PLUS OR MINUS)-U- CADINENE

The starting compound 2-isopropyl- 4- carbethoxybutanal when subjected to Wittig reaction with methallylidenetriphenylphosphorane affords 2-methyl- 5- isopropyl - 7 - carbethoxy- 1,3 - heptadiene. The resulting product on Diels-Alder reaction with ethyl acrylate yields 1-methyl- 4- carbethoxy - 3 - (1 - isopropyl - 3 - carbethoxy -n - propyl) - cyclohex- lene. Cyclization of the diester followed by hydrolysis and decarboxylation gives 2-methyl- 5-oxo- 8- isopropyl - delta- l - decalene which on Wittig reaction with methylenetriphenylphosphorane furnishes (plus or minus)-U- cadinene.