Yamamoto, Kosuke published the artcileRational Design and Synthesis of [5]Helicene-Derived Phosphine Ligands and Their Application in Pd-Catalyzed Asymmetric Reactions, Quality Control of 209919-30-2, the publication is Scientific Reports (2016), 36211pp., database is CAplus and MEDLINE.
A series of novel optically active [5]helicene-derived phosphine ligands I and II were synthesized. Despite their structural similarities, I and II exhibited particularly different characteristics in their use as chiral ligands. I Was highly effective in the asym. allylation of indoles with 1,3-diphenylallyl acetate, afforded substituted indoles III [R = H, Me, Ph; R1 = H, Br, Me, OMe; R2 = H, Me] (up to 99% ee), and in the etherification of alcs., afforded allylic ethers IV [R3 = Et, allyl, Bn, etc.] (up to 96% ee). In contrast, II was highly effective in the stereocontrol of helical chirality in Suzuki-Miyaura coupling (SMC) reaction, afforded biaryls V [R4 = Me, Et; R5 = H, Me, Cl, OMe; R6 = H, Me] (up to 99% ee). D. functional theory anal. was employed to propose a model that accounts for the origin of the enantioselectivity in these reactions.
Scientific Reports published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C2H2N4O2, Quality Control of 209919-30-2.
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