76803-81-1Relevant academic research and scientific papers
Enantioselective Synthesis of Acyclic α-Quaternary Carboxylic Acid Derivatives through Iridium-Catalyzed Allylic Alkylation
Shockley, Samantha E.,Hethcox, J. Caleb,Stoltz, Brian M.
, p. 11545 - 11548 (2017/09/11)
The first highly enantioselective iridium-catalyzed allylic alkylation that provides access to products bearing an allylic all-carbon quaternary stereogenic center has been developed. The reaction utilizes a masked acyl cyanide (MAC) reagent, which enables the one-pot preparation of α-quaternary carboxylic acids, esters, and amides with a high degree of enantioselectivity. The utility of these products is further explored through a series of diverse product transformations.
Ligand-controlled regiodivergent Ni-catalyzed reductive carboxylation of allyl esters with CO2
Moragas, Toni,Cornella, Josep,Martin, Ruben
, p. 17702 - 17705 (2015/02/19)
A novel Ni-catalyzed regiodivergent reductive carboxylation of allyl esters with CO2 has been developed. This mild, user-friendly, and operationally simple method is characterized by an exquisite selectivity profile that is dictated by the ligand backbone.
Highly Regioselective Palladium-Catalyzed Carboxylation of Allylic Alcohols with CO2
Mita, Tsuyoshi,Higuchi, Yuki,Sato, Yoshihiro
, p. 16391 - 16394 (2015/11/09)
Various allylic alcohols were carboxylated in the presence of a catalytic amount of PdCl2 and PPh3 using ZnEt2 as a stoichiometric transmetalation agent under a CO2 atmosphere (1atm). This carboxylation proceeded in a highly regioselective manner to afford branched carboxylic acids predominantly. The β,γ-unsaturated carboxylic acid thus obtained was successfully converted into an optically active γ-butyrolactone, a known intermediate of (R)-baclofen.
Copper-catalyzed C-C bond-forming transformation of CO2 to alcohol oxidation level: Selective synthesis of homoallylic alcohols from allenes, CO2, and hydrosilanes
Tani, Yosuke,Kuga, Kazunari,Fujihara, Tetsuaki,Terao, Jun,Tsuji, Yasushi
supporting information, p. 13020 - 13023 (2015/08/06)
A highly selective carbon-carbon bond-forming transformation of carbon dioxide (CO2) to alcohol oxidation level has been disclosed. By employing a copper/bisphosphine catalyst system and hydrosilanes as mild and easy-to-handle reducing agents,
Use of formate salts as a hydride and a Co2 source in PGeP -palladium complex-catalyzed hydrocarboxylation of allenes
Zhu, Chuan,Takaya, Jun,Iwasawa, Nobuharu
supporting information, p. 1814 - 1817 (2015/04/14)
Use of formate salts as a hydride as well as a CO2 source was achieved in a PGeP-palladium complex-catalyzed hydrocarboxylation of allenes through a highly efficient decarboxylation-carboxylation process. This reaction proceeds under mild conditions and provides an alternative strategy for utilizing formate salts as a C1 source.
Hydrocarboxylation of allenes with CO2 catalyzed by silyl pincer-type palladium complex
Takaya, Jun,Iwasawa, Nobuharu
supporting information; experimental part, p. 15254 - 15255 (2009/03/12)
Tridentate PSiP pincer-type palladium complex-catalyzed hydrocarboxylation of allenes under carbon dioxide to give synthetically useful β,γ-unsaturated carboxylic acids was developed. This novel CO2-fixation reaction is thought to proceed through the catalytic generation of σ-allyl palladium species via hydropalladation of allenes, followed by its regioselective nucleophilic addition to CO2 in the presence of an appropriate reducing agent. The reaction is successfully applied to various allenes bearing functional groups such as ester, carbamate, ketone, and alkene, showing high synthetic utility of this protocol. Copyright
Lewis Acid Promoted Decomposition of Unsaturated α-Diazo Ketones. 2. A New Initiator for Polyolefinic Cationic Cyclization
Smith, Amos B.,Dieter, R. Karl
, p. 2009 - 2016 (2007/10/02)
This report documents the first utilization of the unsaturated diazo ketone functionality in the initiation of polyolefinic cationic cyclizations.Specifically, β,γ-unsaturated diazo ketones 1 and 2 undergo a stereoselective Lewis acid promoted cyclization
