1029700-77-3Relevant articles and documents
Enantiospecific Suzuki–Miyaura Coupling of Nonbenzylic α-(Acylamino)alkylboronic Acid Derivatives
Ohmura, Toshimichi,Miwa, Kyoko,Awano, Tomotsugu,Suginome, Michinori
, p. 2414 - 2417 (2018/09/10)
Suzuki–Miyaura coupling of nonbenzylic α-(acylamino)alkylboron compounds with aryl halides is established. A Pd/PCy2Ph catalyst promotes the reaction efficiently at 145 °C. The reaction of enantioenriched α-(acylamino)alkylboron compounds affords chiral 1-arylalkylamides in high enantiospecificity and inversion of configuration.
Asymmetric synthesis of protected α-amino boronic acid derivatives with an air- and moisture-stable Cu(II) catalyst
Buesking, Andrew W.,Bacauanu, Vlad,Cai, Irene,Ellman, Jonathan A.
, p. 3671 - 3677 (2014/05/06)
The asymmetric borylation of N-tert-butanesulfinyl imines with bis(pinacolato)diboron is achieved using a Cu(II) catalyst and provides access to synthetically useful and pharmaceutically relevant α-amino boronic acid derivatives. The Cu(II)-catalyzed reaction is performed on the benchtop in air at room temperature using commercially available, inexpensive reagents at low catalyst loadings. A variety of N-tert-butanesulfinyl imines, including ketimines, react readily to provide α-sulfinamido boronate esters in good yields and with high stereoselectivity. In addition, this transformation is applied to the straightforward, telescoped synthesis of α-sulfinamido trifluoroborates.
