911199-00-3Relevant academic research and scientific papers
Highly diastereoselective reactions of 2-lithiated indoles with chiral N-tert-butanesulfinyl aldimines for the synthesis of chiral (2-indolyl) methanamine derivatives
Cheng, Liang,Liu, Li,Sui, Yong,Wang, Dong,Chen, Yong-Jun
, p. 1833 - 1843 (2007)
Nucleophilic addition reactions of 2-lithiated N-phenylsulfonylindoles with (R)-N-tert-butanesulfinyl aldimines provided chiral (2-indolyl) methanamine derivatives in moderate to good yields (up to 100%) with excellent diastereoselectivities (>99:1), in which no additional Lewis acids were required.
Synthesis of enantiomerically pure (α-phenylalkyl)amines with substituents at the ortho position through diastereoselective radical alkylation reaction of sulfinimines
Fernandez-Salas, Jose A.,Rodriguez-Fernandez, M. Mercedes,Maestro, M. Carmen,Garcia-Ruano, Jose L.
, p. 5265 - 5272 (2014/11/07)
The alkyl radical (R1) addition reaction to ortho-X-substituted N-(benzylidene)-2-methylpropane-2-sulfinamides (X = Br, CN, CO2Me, OH and OMe) is highly diastereoselective, regardless of the electronic properties of the X group and t
Chiral aminated α-methylenebenzocycloalkenes from o-bromoaryl aldehydes and ketones
Sirvent, Juan Alberto,Foubelo, Francisco,Yus, Miguel
supporting information, p. 2461 - 2471 (2013/05/22)
Chiral tert-butylsulfinyl imines 3, which are easily prepared from the corresponding bromo carbonyl compounds 1 and tert-butanesulfinamide (2), undergo a diastereoselective allylation by using indium metal and allyl bromide to give the corresponding homoallyl sulfinylamines 4. Treatment of compounds 4 with a catalytic amount of palladium acetate and triphenylphosphane gives exo-methylene-substitutedsulfinylamino)benzocycloalkenes 5 (five- to seven-membered rings) that are easily deprotected with hydrochloric acid to give chiral primary amines 6.
Cycloaddition of chiral tert -butanesulfinimines with trimethylenemethane
Procopiou, George,Lewis, William,Harbottle, Gareth,Stockman, Robert A.
supporting information, p. 2030 - 2033 (2013/06/05)
The cycloaddition of chiral tert-butanesulfinimines with trimethylenemethane is found to give facile access to methylene-pyrrolidines with good yields and diastereoselectivities. The full scope of the cycloaddition is explored, and a range of transformations of the formed methylenepyrrolidines to give a range of functionalized chiral pyrrolidines is presented.
Intramolecular alkene carboamination reactions for the synthesis of enantiomerically enriched tropane derivatives
Schultz, Danielle M.,Wolfe, John P.
supporting information; experimental part, p. 2962 - 2965 (2011/07/07)
The synthesis of tropane derivatives via intramolecular Pd-catalyzed alkene difunctionalization reactions is described. Enantiopure N-aryl-γ- aminoalkenes bearing an aryl or alkenyl halide adjacent to the amino group were converted to benzo- or cycloalken
