1246754-95-9Relevant academic research and scientific papers
Bis-sulfamyl imines: Potent substrates for asymmetric additions of arylboroxines under rhodium catalysis
Crampton, Rosemary,Woodward, Simon,Fox, Martin
, p. 903 - 906 (2011/06/19)
Bis-sulfamyl imines are shown to be potentially ideal substrates for rhodium-catalysed asymmetric additions of arylboron nucleophiles as they show: (i) near perfect enantioselectivities (11 examples, 98-99+% ee), (ii) good to excellent diastereoselectivities (10-32:1 rac:meso), and (iii) high functional group tolerance in removal of the low molecular weight protecting group via mild heating in aqueous pyridine.
Inversion or retention? Effects of acidic additives on the stereochemical course in enantiospecific suzuki-miyaura coupling of α-(acetylamino) benzylboronic esters
Awano, Tomotsugu,Ohmura, Toshimichi,Suginome, Michinori
supporting information; experimental part, p. 20738 - 20741 (2012/03/07)
The stereochemical course of the stereospecific Suzuki-Miyaura coupling of enantioenriched α-(acetylamino)benzylboronic esters with aryl bromides can be switched by the choice of acidic additives in the presence of a Pd/XPhos catalyst system. Highly enant
Stereospecific Suzuki-Miyaura coupling of chiral α-(Acylamino) benzylboronic esters with inversion of configuration
Ohmura, Toshimichi,Awano, Tomotsugu,Suginome, Michinori
supporting information; experimental part, p. 13191 - 13193 (2010/11/18)
The first invertive B-alkyl Suzuki-Miyaura coupling has been achieved. The coupling of enantioenriched α-(acylamino)benzylboronic esters with aryl bromides and chlorides took place efficiently in toluene at 80 °C in the presence of Pd(dba)2 (5 mol %), XPhos (10 mol %), K 2CO3 (3 equiv), and H2O (2 equiv). The reaction proceeded with inversion of configuration to give diarylmethanamine derivatives in high yields with high conservation of enantiomeric excesses.
