30666-87-6

Upstream product

• 39724-78-2 2-p-Tolyl-6-methyl-2-hepten-4-on 
• 5989-27-5 D-limonene 
• 590-86-3 isovaleraldehyde 
• 143398-24-7 (1R,2S)-1-Isobutyl-2-methyl-2-p-tolyl-cyclopropanol 
• 94450-62-1 2-Methyl-6-p-tolyl-5-hexen-4-one 
• 74-88-4 methyl iodide 
• 27720-98-5 isobutylmagnesium iodide 
• 624-31-7 4-tolyl iodide 
• 109214-86-0 6-methyl-2-(cis)-hepten-4(R)-ol 
• 556-24-1 methyl 3-methylbutanoate 
• 104-87-0 4-methyl-benzaldehyde 
• 108-10-1 4-methyl-2-pentanone 
• 39724-77-1 3-(p-tolyl)but-2-enenitrile 
• 32207-07-1 (Z)-α-atlantone 

Downstream Products

• 94450-63-2 3,5-Dibromo-2-methyl-6-p-tolyl-heptan-4-one 
• 39724-80-6 ar-E-Atlantone 

Relevant academic research and scientific papers

Aromatization of (Z) and (E)-α-atlantones isolated from Cedrus atlantica essential oil followed by condensation with thiosemicarbazide: Synthesis of new thiadiazolines derivatives

Aromatization, using Pd/C (10%) of (Z) and (E)-α-atlantones isolated from Cedrus atlantica essential oil, followed by condensation with thiosemicarbazide gave novel 1,3,4-thiadiazolic derivatives by the introduction of new functional groups on the terpeni

Selectivity controlled by ligand tuning in the palladium-catalysed cyclocarbonylation: Synthesis of new γ and δ lactones from a natural sesquiterpene

The cyclocarbonylation of homoallylic alcohols, derived from α-atlantone, catalysed by [Pd(Cl2)L2]/SnCl2] system, afforded new γ and δ lactones as the main products with high selectivities. The regiochemical control depends on the nature of phosphines involved. Catalysts based on monophosphines with large cone angles such as tricyclohexyl phosphine produce the six-membered ring lactones with selectivities up to 80%, while diphosphines with wide bite angle such as xantphos are found to favor the five-membered ring lactones with up to 99% selectivity. Monocrystals of the γ and δ lactones suitable for X-ray diffraction analysis have been obtained and the stereochemistry of the lactones 5a,a′ and 6 have been elucidated. This study is the first example of an attractive catalytic transformation of one single natural sesquiterpene easily available from bio-renewable resources to obtain either γ- or δ-lactones.

Tf2O/TTBP (2,4,6-Tri-tert-butylpyrimidine): An Alternative Amide Activation System for the Direct Transformations of Both Tertiary and Secondary Amides

Ten types of Tf2O/TTBP-mediated amide transformation reactions were investigated. The results showed that compared with pyridine derivatives 2,6-di-tert-butyl-4-methylpyridine (DTBMP) and 2-fluoropyridine (2-F-Pyr.), TTBP can serve as an alternative amide activation system for the direct transformation of both secondary and tertiary amides. For most surveyed examples, higher or comparable yields were generally obtained. In addition, Tf2O/TTBP combination was used to promote the condensation reactions of 2-(tert-butyldimethylsilyloxy)furan (TBSOF) with both tertiary and secondary amides, the one-pot reductive Bischler-Napieralski-type reaction of tertiary lactams, and Movassaghi and Hill's modern version of the Bischler-Napieralski reaction. The value of the Tf2O/TTBP-based methodology was further demonstrated by the concise and high-yielding syntheses of several natural products.

Ketone Synthesis by Direct, Orthogonal Chemoselective Hydroacylation of Alkenes with Amides: Use of Alkenes as Surrogates of Alkyl Carbanions

Direct functionalization of alkenes and direct transformation of carboxamides are two exciting areas that have attracted considerable attention in recent years. We report herein that secondary amides, the least reactive derivatives of carbonyl compounds, upon activated with triflic anhydride, can serve as effective hydroacylating reagents in partner with alkenes to yield ketones at ambient temperature. The method was applied to the one-step synthesis of racemic dihydro-ar-turmerone. In this method, alkenes serve as surrogates of organometallic reagents, which allows the orthogonal chemoselective reactions. The ready availability of many olefins such as camphene and norbornene permits one-step ketone synthesis that would require several steps by conventional methods.

Branched-selective intermolecular ketone α-alkylation with unactivated alkenes via an enamide directing strategy

We describe a strategy for intermolecular branched-selective α-alkylation of ketones using simple alkenes as the alkylating agents. Enamides derived from isoindolin-1-one provide an excellent directing template for catalytic activation of ketone α-positions. High branched selectivity is obtained for both aliphatic and aromatic alkenes using a cationic iridium catalyst. Preliminary mechanistic study favors an Ir-C migratory insertion pathway.

Electrochemically Promoted Cyclocoupling of 1,3-Dienes or Styrenes with Aliphatic Carboxylic Esters

The cathodic cyclocoupling of 1,3-dienes 1 with aliphatic esters 2 is promoted by a magnesium electrode and yields homologs of 3-cyclopentenol.Under similar reaction conditions, the coupling of styrenes with 2 affords 2-phenylcyclopropanol derivatives, an

A New Synthesis of ar-E-Atlantone

Conjugate addition to 2-methyl-6-p-tolyl-5-hexen-4-one (III) of methylmagnesium iodide in the presence of cuprous iodide furnishes 2-methyl-6-p-tolyl-4-heptanone which is transformed into title compound (I) through bromination and dehydrobromination.