239113-48-5Relevant academic research and scientific papers
Regioselective phosphorylation of: Myo -inositol with BINOL-derived phosphoramidites and its application for protozoan lysophosphatidylinositol
Aiba, Toshihiko,Sato, Masaki,Umegaki, Daichi,Iwasaki, Takanori,Kambe, Nobuaki,Fukase, Koichi,Fujimoto, Yukari
supporting information, p. 6672 - 6675 (2016/07/21)
A regioselective phosphorylation method for myo-inositol was developed by utilizing readily preparable BINOL-derived phosphoramidites. The method also facilitated the complete separation of the diastereomeric products by simple chromatography. Based on this phosphorylation and Ni-catalyzed alkyl-alkyl cross-coupling reaction for long fatty acids, we achieved the first synthesis of a lysophosphatidylinositol, EhPIa having long fatty acid C30:1, as a partial structure of glycosylphosphatidylinositol (GPI) anchor from the cell membrane of a protozoa, Entamoeba histolytica.
Cobalt-Catalyzed Enantioselective Directed C-H Alkylation of Indole with Styrenes
Lee, Pin-Sheng,Yoshikai, Naohiko
supporting information, p. 22 - 25 (2015/07/28)
A cobalt-chiral phosphoramidite catalyst promotes enantioselective imine-directed C2-alkylation of Boc-protected indoles with styrenes. The reaction affords 1,1-diarylethane products in moderate to good yields with good enantioselectivities under mild conditions. A deuterium-labeling experiment suggests that the enantioselectivity is controlled by both the styrene insertion and the C-C reductive elimination steps. (Chemical Equation Presented).
Enantioselective intramolecular hydroarylation of alkenes via directed C-H bond activation
Harada, Hitoshi,Thalji, Reema K.,Bergman, Robert G.,Ellman, Jonathan A.
, p. 6772 - 6779 (2008/12/22)
(Chemical Equation Presented) Highly enantioselective catalytic intramolecular ortho-alkylation of aromatic imines containing alkenyl groups tethered at the meta position relative to the imine directing group has been achieved using [RhCl(coe)2]2 and chiral phosphoramidite ligands. Cyclization of substrates containing 1,1- and 1,2-disubstituted as well as trisubstituted alkenes were achieved with enantioselectivities >90% ee for each substrate class. Cyclization of substrates with Z-alkene isomers proceeded much more efficiently than substrates with E-alkene isomers. This further enabled the highly stereoselective intramolecular alkylation of certain substrates containing Z/E-alkene mixtures via a Rh-catalyzed alkene isomerization with preferential cyclization of the Z-isomer.
Enantioselective conjugate addition of diethylzinc to cyclic enones catalyzed by chiral copper complexes containing a new phosphorus ligand with an H8-binaphthoxy moiety
Zhang, Fu-Yao,Chan, Albert S. C.
, p. 1179 - 1182 (2007/10/03)
A new chiral phosphorus amidite ligand with an H8-binaphthoxy moiety was synthesized and applied to the copper-catalyzed asymmetric conjugate addition of diethylzinc to cyclic enones with high enantioselectivity. The results gave support to the
