1048344-89-3Relevant academic research and scientific papers
An Efficient Protocol for the Palladium-Catalyzed Asymmetric Decarboxylative Allylic Alkylation Using Low Palladium Concentrations and a Palladium(II) Precatalyst
Marziale, Alexander N.,Duquette, Douglas C.,Craig, Robert A.,Kim, Kelly E.,Liniger, Marc,Numajiri, Yoshitaka,Stoltz, Brian M.
, p. 2238 - 2245 (2015)
Enantioselective catalytic allylic alkylation for the synthesis of 2-alkyl-2-allylcycloalkanones and 3,3-disubstituted pyrrolidinones, piperidinones and piperazinones has been previously reported by our laboratory. The efficient construction of chiral all
A Second-Generation Synthesis of the Cyanthiwigin Natural Product Core
Kim, Kelly E.,Stoltz, Brian M.
supporting information, p. 5720 - 5723 (2016/11/17)
An improved synthesis of the cyanthiwigin natural product core enabled by new catalytic technology is reported. The key double catalytic enantioselective alkylation has been reoptimized using a recently developed protocol employing low loadings of palladi
ASYMMETRIC CATALYTIC DECARBOXYLATIVE ALKYL ALKYLATION USING LOW CATALYST CONCENTRATIONS AND A ROBUST PRECATALYST
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Paragraph 0164, (2016/10/17)
This invention provides efficient and scalable enantioselective methods that yield 2-alkyl-2-allylcycloalkyanone compounds with quaternary stereogenic centers. Methods include the method for the preparation of a compound of formula (I): comprising treatin
Enantioselective synthesis of the 5-6-7 carbocyclic core of the gagunin diterpenoids
Shibuya, Grant M.,Enquist Jr., John A.,Stoltz, Brian M.
, p. 3480 - 3483 (2013/07/26)
A catalytic enantioselective double allylic alkylation reaction has been employed in the synthesis of the core of the gagunin diterpenoids. Enantioenriched material was advanced in 11 steps to afford the core of the highly oxygenated target, which include
Total syntheses of cyanthiwigins B, F, and G
Enquist Jr., John A.,Virgil, Scott C.,Stoltz, Brian M.
supporting information; experimental part, p. 9957 - 9969 (2011/10/13)
A concise and versatile approach toward the preparation of the cyanthiwigin family of cyathane natural products is described. By leveraging a unique double asymmetric catalytic alkylation procedure it is possible to quickly establish two of the most critical stereocenters of the cyanthiwigin framework with high levels of selectivity and expediency. The synthetic route additionally employs both a tandem ring-closing cross-metathesis reaction, and an aldehyde-olefin radical cyclization process, in order to rapidly arrive at the tricyclic cyathane core of the cyanthiwigin molecules. From this unifying intermediate, the preparations of cyanthiwigins B, F, and G are attained swiftly and without the need for protecting groups. Copyright
