29548-14-9Relevant academic research and scientific papers
Synthesis method of bisabolene
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Paragraph 0031; 0032; 0033; 0034; 0036, (2019/04/02)
The invention discloses a synthesis method of bisabolene. The bisabolene is gamma-bisabolene; the synthesis method comprises the following steps: firstly, preparing a Grignard reagent 2-methyl-2 butenylmagnesium bromide; carrying out nucleophilic addition reaction on the 2-methyl-2 butenylmagnesium bromide and 2-(4-methyl-3-ene-1-cyclohexyl)propionaldehyde; carrying out acid treatment on an addition product and hydrolyzing to obtain gamma-bisabolol; carrying out protonation on the gamma-bisabolol through alcohol under the action of an acid catalyst, so as to form a relatively good leaving group H2O and generate carbon positive ions; then carrying out hydrogen migration to form a more stable tertiary carbon positive ion; then removing one beta hydrogen atom according to a Saytzeff rule, soas to obtain a single product gamma-bisabolene. The synthesis method has simple steps; adopted solvents are conventional rules; the synthesis method is suitable for industrial production and providesan effective method for synthesis of the bisabolene.
Synthesis of Trisubstituted Alkenyl Boronic Esters from Alkenes Using the Boryl-Heck Reaction
Reid, William B.,Watson, Donald A.
supporting information, p. 6832 - 6835 (2018/10/24)
The direct borylation of disubstituted alkenes is reported. These conditions allow for the conversion of a variety 1,1- and 1,2-disubstituted alkenes to trisubstituted alkenyl boronic esters with outstanding yields and excellent E/Z selectivities. The utility of this reaction has been demonstrated with several downstream functionalization reactions, which allow access to diverse, stereodefined, functionalized olefins. Mechanistic studies are consistent with a boryl-Heck pathway.
Odor-active constituents of Cedrus atlantica wood essential oil
Uehara, Ayaka,Tommis, Basma,Belhassen, Emilie,Satrani, Badr,Ghanmi, Mohamed,Baldovini, Nicolas
, p. 208 - 215 (2017/10/06)
The main odorant constituents of Cedrus atlantica essential oil were characterized by GC-Olfactometry (GC-O), using the Aroma Extract Dilution Analysis (AEDA) methodology with 12 panelists. The two most potent odor-active constituents were vestitenone and 4-acetyl-1-methylcyclohexene. The identification of the odorants was realized by a detailed fractionation of the essential oil by liquid-liquid basic extraction, distillation and column chromatography, followed by the GC-MS and GC-O analyses of some fractions, and the synthesis of some non-commercial reference constituents.
Efficient, copper-catalyzed, aerobic oxidation of primary alcohols
Marko, Istvan E.,Gautier, Arnaud,Dumeunier, Raphael,Doda, Kanae,Philippart, Freddi,Brown, Stephen M.,Urch, Christopher J.
, p. 1588 - 1591 (2007/10/03)
An additive is the key to success: Catalytic amounts of N-methylimidazole are crucial for the aerobic oxidation of primary aliphatic alcohols in the presence of CuCl, 1,10-phenanthroline (phen), and di-tert-butyl azodicarboxylate (DBAD). This reaction, under neutral conditions, yields the aldehydes quantitatively and selectively without overoxidation to the carboxylic acids.
Selective oxidation of primary alcohols with quinolinium chlorochromate
Singh, Jasvinder,Kad, G. L.,Vig, Shikha,Sharma, Munisha,Chhabra, B. R.
, p. 272 - 274 (2007/10/03)
Selective oxidation of primary alcohol in the presence of a secondary alcohol with quinolinium chlorochromate (QCC) has been achieved with a mild, stable and very efficient reagent. Its mechanistic and comparative study with isoquinolinium chlorochromate (IQCC) has also been reported.
ORGANOBORANES FOR SYNTHESIS. 4. OXIDATION OF ORGANOBORANES WITH PYRIDINIUM CHLOROCHROMATE. A DIRECT SYNTHESIS OF ALDEHYDES FROM TERMINAL ALKENES VIA HYDROBORATION
Brown, Herbert C.,Kulkarni, Surendra U.,Rao, C. Gundu,Patil, Vemanna D.
, p. 5515 - 5522 (2007/10/02)
The oxidation of trialkylboranes containing primary alkyl groups with pyridinium chlorochromate (PCC) in methylene chloride provides the corresponding aldehydes in good yields.The stoichiometry for the oxidation of alcohols, borate esters and trialkylboranes with PCC has been examined.In view of the poor regioselectivity (only 94percent primary alkyl groups) and functional group tolerance observed in the hydroboration with borane (BH3*THF or BH3*SMe2), a more selective hydroborating agent, bis(3-methyl-2-butyl)borane (disiamylborane), was utilized for the preparation of aldehydes from terminal alkenes.However, the formation of 3-methyl-2-butanone as a by-product, and the requirement of six moles of PCC per mole of aldehyde are major disadvantages in this method.This difficulty was circumvented by employing monochloroborane-dimethyl sulfide for hydroboration.This reagent exhibits high regioselectivity (> 99percent primary alkyl groups) in the hydroboration of terminal alkenes.Oxidation of the resulting dialkylchloroborane following hydrolysis affords the desired aldehydes in satisfactory yields.Consequently, the hydroboration of terminal alkenes, followed by PCC oxidation, represents a direct convenient method for the transformation of alkenes into the corresponding aldehydes.
