116140-68-2Relevant articles and documents
Large-scale green chemical synthesis of adjacent quaternary chiral centers by continuous flow photodecarbonylation of aqueous suspensions of nanocrystalline ketones
Hernndez-Linares, Mara Guadalupe,Guerrero-Luna, Gabriel,Prez-Estrada, Salvador,Ellison, Martha,Ortin, Maria-Mar,Garcia-Garibay, Miguel A.
, p. 1679 - 1684 (2015)
To demonstrate the ease of scale-up and synthetic potential of some organic solid state reactions, we report the synthesis, crystallization, and solid state photochemistry of acyclic, homochiral, hexasubstituted (+)-(2R,4S)-2-carbomethoxy-4-cyano-2,4-diph
The synthesis and stereospecific solid-state photodecarbonylation of hexasubstituted meso- and d,l-ketones
Shiraki, Saori,Natarajan, Arunkumar,Garcia-Garibay, Miguel A.
, p. 1480 - 1487 (2012/06/01)
Tertiary carbanions were trapped with half an equivalent of diphosgene to give meso- and d,l-hexasubstituted ketones in moderate yields and modest diastereoselectivities. The ketones were also synthesized by a step-wise synthesis in which the carbonyl group was first installed as an acid before activation and the second nucleophilic attack. This second method gave lower yields but similar diastereoselectivites. Steric limits of both methods were also determined. The photolysis of the resulting crystalline ketones gave a mixture of products in solution, but took place chemoselectively and diastereospecifically in the solid-state. The Royal Society of Chemistry and Owner Societies.
Enantiospecific synthesis of vicinal stereogenic tertiary and quaternary centers by combination of configurationally-trapped radical pairs in crystalline solids
Ellison, Martha E.,Ng, Danny,Dang, Hung,Garcia-Garibay, Miguel A.
, p. 2531 - 2534 (2007/10/03)
(Matrix presented) Photochemical irradiation of crystalline (2R,4S)-2-carbomethoxy-4-cyano-2,4-diphenyl-3-butanone 1 led to highly efficient decarbonylation reactions. Experiments with optically pure and racemic crystals showed that the intermediate radic
