Rae, James published the artcileSynthesis of Axially Chiral C-N Scaffolds via Asymmetric Coupling with Enantiopure Sulfinyl Iodanes, Recommanded Product: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indoline, the publication is ACS Catalysis (2018), 8(4), 2805-2809, database is CAplus.
Axially chiral C-N compounds are an emerging but scarcely investigated class of stereogenic mols. with potential applications as biol. active scaffolds and chiral ligands. The synthesis of these compounds is extremely challenging, and in particular, no metal-catalyzed asym., intermol. C-N coupling has been previously reported. Herein we disclose an intermol. atropselective C-N coupling, occurring with excellent stereoselectivity. This Cu-catalyzed transformation is based on the use of highly active coupling partners (i.e., chiral iodanes bearing a very cheap and traceless sulfoxide auxiliary). Use of such original ortho-sulfoxide iodanes enables this unprecedented coupling to occur at room temperature, guaranteeing high atropselectivity and atropselectivity of the coupling products under reaction conditions. Because of extensive possible postmodifications of the optically pure products, a panel of C-N axially chiral scaffolds can now be accessed.
ACS Catalysis published new progress about 1062174-44-0. 1062174-44-0 belongs to indole-building-block, auxiliary class Indoline,Boronic acid and ester,Indoline,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indoline, and the molecular formula is C14H20BNO2, Recommanded Product: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indoline.
Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
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