13336-50-0Relevant articles and documents
Asymmetric synthesis of stereogenic phosphorus P(V) centers using chiral nucleophilic catalysis
Brichacek, Matthew,Numan, Ahmed
, (2021/07/02)
Organophosphates have been widely used in agrochemistry, as reagents for organic synthesis, and in biochemistry. Phosphate mimics possessing four unique substituents, and thereby a chirality center, are useful in transition metal catalysis and as nucleotide therapeutics. The catalytic, stereocontrolled synthesis of phosphorus‐stereogenic centers is challenging and traditionally depends on a resolution or use of stochiometric auxiliaries. Herein, enantioenriched phosphorus centers have been synthesized using chiral nucleophilic catalysis. Racemic H‐phosphinate species were coupled with nucleophilic alcohols under halogenating conditions. Chiral phosphonate products were synthesized in acceptable yields (33–95%) and modest enantioselectivity (up to 62% ee) was observed after identification of an appropriate chiral catalyst and optimization of the solvent, base, and temperature. Nucleophilic catalysis has a tremendous potential to produce enantioenriched phosphate mimics that could be used as prodrugs or chemical biology probes.
ROBUST PHOTOCHROMIC COMPOUNDS WITH SILICON- OR PHOSPHORUS-CONTAINING HETEROCYCLIC RING AND PRODUCTION THEREOF
-
Page/Page column 26, (2016/01/01)
In one embodiment, provided are a new class of diarylethene-containing photochromic compounds with the incorporation of silicon-or phosphorus-containing heterocycles into the "ethene" part of the diarylethene backbone that has been shown to be capable of displaying tunable, robust and thermally stable photochromic properties. Also provided are methods for synthesizing these compounds, as well as uses of these compounds as these compounds may be used as the photochromic layer in an optical recording material and other optical functioning devices.
Addition of optically pure H-phosphinate to ketones: Selectivity, stereochemistry and mechanism
Sun, Yong-Ming,Xin, Nana,Xu, Zhong-Yuan,Liu, Li-Juan,Meng, Fan-Jie,Zhang, He,Fu, Bao-Ci,Liang, Qiu-Ju,Zheng, Hong-Xing,Sun, Li-Jun,Zhao, Chang-Qiu,Han, Li-Biao
supporting information, p. 9457 - 9465 (2014/12/11)
Aromatic methyl ketones and cyclic asymmetric ketones underwent hydrophosphorylation with P-stereogenic H-P species in the presence of potassium carbonate to produce P,C-stereogenic tertiary α-hydroxyl phosphinates in excellent yields with up to 99 : 1 dr