200010-93-1Relevant academic research and scientific papers
A Protocol for Direct Stereospecific Amination of Primary, Secondary, and Tertiary Alkylboronic Esters
Edelstein, Emma K.,Grote, Andrea C.,Palkowitz, Maximilian D.,Morken, James P.
supporting information, p. 1749 - 1752 (2018/06/26)
The direct, stereospecific amination of alkylboronic and borinic esters can be conducted by treatment of the organoboron compound with methoxyamine and potassium tert -butoxide. In addition to being stereospecific, this process also enables the direct amination of tertiary boronic esters in an efficient fashion.
Enantioselective Construction of Tertiary Boronic Esters by Conjunctive Cross-Coupling
Myhill, Jesse A.,Zhang, Liang,Lovinger, Gabriel J.,Morken, James P.
supporting information, p. 12799 - 12803 (2018/09/14)
Catalytic enantioselective conjunctive cross-coupling has been developed to construct tertiary alkylboronic esters. These reactions occur with good yield and enantioselectivity for a range of substrates. Mechanistic experiments reveal aspects of the catalytic cycle that allow hindered substrates to react without significant complicating side reactions.
Ruthenium-catalyzed CH silylation of methylboronic acid using a removable α-directing modifier on the boron atom
Ihara, Hideki,Ueda, Akinori,Suginome, Michinori
, p. 916 - 918 (2011/12/05)
Ruthenium-catalyzed CH silylation of methylboronic acid was achieved by use of 2-(1H-pyrazol-3-yl)aniline as a removable α-directing modifier on the boron atom. Crosscoupling of the product, i.e., (phenyldimethylsilyl) methylpinacolborane, with aryl halides proceeded in the presence of a [PdCl 2(dppf)] catalyst and CsOH as a base.
