418809-12-8

Upstream product

• 106501-78-4 tert-butyl (4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)carbamate 
• 917-54-4 methyllithium 
• 24424-99-5 di-tert-butyl dicarbonate 
• 18437-68-8 tert-butyl N-(4-methoxyphenyl)carbamate 

Downstream Products

• 1449770-03-9 4-methyl-N-(1-methyl-4-oxocyclohexa-2,5-dien-1-yl)benzenesulfonamide 
• 1448451-13-5 N-(but-2-yn-1-yl)-4-methyl-N-(1-methyl-4-oxocyclohexa-2,5-dien-1-yl)benzenesulfonamide 
• 1448451-11-3 4-(but-2-ynylamino)-4-methylcyclohexa-2,5-dienone 
• 1448451-12-4 tert-butyl but-2-yn-1-yl(1-methyl-4-oxocyclohexa-2,5-dien-1-yl)-carbamate 

Relevant academic research and scientific papers

Nitrogen-Bridged, Natural Product Like Octahydrobenzofurans and Octahydroindoles: Scope and Mechanism of Bridge-Forming Reductive Amination via Caged Heteroadamantanes

The biological significance of sp3-rich synthetic scaffolds with natural product like features yet distinct global frameworks is being increasingly recognized in medicinal chemistry and biochemistry. Taking inspiration from the vast array of bi

Efficient access to bicyclo[4.3.0]nonanes: Copper-catalyzed asymmetric silylative cyclization of cyclohexadienone-tethered allenes

The creation of three consecutive chiral carbon centers in one step is achieved using Cu-catalyzed asymmetric silylative cyclization of cyclohexadienone-tethered allenes. Through regioselective β-silylation of the allene and subsequent enantioselective 1,4-addition to cyclohexadienone, this tandem reaction could afford cis-hydrobenzofuran, cis-hydroindole, and cis-hydroindene frameworks with excellent yields (80-98 %) and enantioselectivities (94-98 % ee) bearing vinylsilane and enone substructures. Meanwhile, this mild transformation is generally compatible with a wide range of functional groups, which allows further conversion of the bicyclic products to bridged and tricyclic ring structures. Three in one: Three consecutive chiral carbon centers are formed in one step by a copper-catalyzed asymmetric silylative cyclization of cyclohexadienone-tethered allenes. Thus cis-hydrobenzofuran, cis-hydroindole, and cis-hydroindene frameworks are prepared with exceptional yields (80-98 %) and enantioselectivities (94-98 % ee).

Stereoselective synthesis of heterocyclic cage compounds by domino conjugate additions

Heterocyclic cage compounds have been stereoselectively synthesized from enantiopure [(S)R]-[(p-tolylsulfinyl)methyl]-p-quinols or their amine analogues and 2-(trimethylsilyloxy)furan in the presence of Bu4NF. The method is particularly valuable not only because of the stereochemical control but also because the reactions occur in an experimentally simple one-pot procedure through a domino sequence of three consecutive conjugate additions. The intermediate 1,4-adducts could be isolated when the reaction was carried out in the presence of BF3·OEt2.