921-26-6Relevant articles and documents
Enantioselective Dearomative Difunctionalization of Indoles by Palladium-Catalyzed Heck/Sonogashira Sequence
Liu, Ren-Rong,Wang, Yong-Gang,Li, Ying-Long,Huang, Bing-Bing,Liang, Ren-Xiao,Jia, Yi-Xia
, p. 7475 - 7478 (2017)
Palladium-catalyzed enantioselective dearomative arylalkynylation of N-substituted indoles, through a Heck/Sonogashira sequence, was established using a new BINOL-based phosphoramidite as the chiral ligand. A wide range of 2,3-disubstituted indolines, bearing vicinal quaternary and tertiary stereocenters, were efficiently constructed in one step with excellent enantioselectivities (up to 97 % ee) and diastereoselectivities (>20:1).
Synthesis and biological evaluation of phospholane and dihydrophosphole analogues of the glutamate receptor agonist AP4
Conway, Stuart J.,Miller, Jacqueline C.,Bond, Andrew D.,Clarkc, Barry P.,Jane, David E.
, p. 1625 - 1627 (2002)
The syntheses and preliminary pharmacological characterisation of two novel cyclic phosphinic acid-containing amino acids designed as conformationally restricted analogues of the metabotropic glutamate receptor agonist AP4 (1) are reported.
Counteranion-controlled regioselectivity in palladium-catalyzed allylic amination of dienyl allylic carbonates
Shen, Meng-Lan,Wang, Pu-Sheng,Gong, Liu-Zhu
supporting information, (2021/03/01)
A regioselective Pd-catalyzed allylic amination reaction of dienyl allylic carbonates and aromatic amines has been developed by means of phosphoramidite-palladium catalysis. The regioselectivity could be altered by the counterion of the π-allylpalladium intermediate. As a result, either branched Z-dienyl allylic amines or linear conjugated allylic amines were generated in high levels of regioselectivity from the same substrates by tuning the reaction conditions.
Synthesis of Phospho-Polypeptides via Phosphate-Containing N-Carboxyanhydride: Application in Enzyme-Induced Self-Assembly, and Calcium Carbonate Mineralization
Das, Soumen,Dutta, Tahiti,Gupta, Sayam Sen,Mondal, Basudeb,Panda, Sidharth
, p. 1053 - 1064 (2020/06/01)
An easy synthetic strategy was developed to synthesize the phosphate-functionalized amino acid N-carboxyanhydride (NCA), using simple primary amine initiators to obtain homo and block phospho-polypeptides with controlled molecular weight and molecular weight distribution. The methodology was extended to the synthesis of the end-functionalized homo polypeptides (15 to 50 repeat unit) and block co-polypeptides with PEG (0.7 K, 2 K, and 5 K) and glycopolypeptide (15-unit mannose glycopolypeptide) as one of the blocks. The deprotected fully water-soluble anionic phosphate-based polypeptides showed pH-dependent helical conformation with a helical content of 20 %, which further changed to β-sheets upon addition of the enzyme alkaline phosphatase (ALP) due to dephosphorylation. The block co-polypeptide containing PEG as one of the blocks led to its self-assembly into colloidal structures, such as vesicles with a hydrodynamic diameter of ~250 nm, due to the formation of amphiphilic block co-polymer upon dephosphorylation. The nature of the colloidal structures formed can be temporally controlled by the extent of dephosphorylation. Finally, the phospho-polypeptides serve as a template for the mineralization of calcium carbonate with varying polymorphs and morphologies.