173933-46-5Relevant academic research and scientific papers
A new protocol for a one-pot synthesis of α-amino phosphonates by reaction of imines prepared in situ with trialkylphosphites
Saidi, Mohammad R.,Azizi, Najmedin
, p. 1347 - 1349 (2002)
Imines prepared in situ by reaction of aldehydes and ketones with primary amines in ethereal solution of LiClO4 react readily at ambient temperature with trialkylphosphite to give high yields of α-amino phosphonates.
A new protocol for the one-pot preparation of highly diastereomerically enriched secondary amines and β-amino esters mediated by lithium perchlorate solution in diethyl ether
Saidi, Mohammad R.,Azizi, Najmoddin
, p. 2523 - 2527 (2002)
A highly diastereoselective one-pot, three-component method for the preparation of several secondary amines and amino esters is reported. Treatment of aldehydes (aliphatic or aromatic) with chiral amines and functionalized organozinc reagents (e.g. BrZnCH
Ruthenium-catalyzed enantioselective C-H functionalization: A practical access to optically active indoline derivatives
Li, Zhong-Yuan,Lakmal, Hetti Handi Chaminda,Qian, Xiaolin,Zhu, Zhenyu,Donnadieu, Bruno,McClain, Sarah J.,Xu, Xue,Cui, Xin
supporting information, p. 15730 - 15736 (2019/10/11)
Ru(II)-catalyzed enantioselective C-H activation/hydroarylation has been developed for the first time, allowing for highly enantioselective synthesis of indoline derivatives via catalytic C-H activation. Commercially available Ru(II) arene complexes and chiral α-methylamines were employed as highly enantioselective catalysts. Based on a sterically rigidified chiral transient directing group, multisubstituted indolines were produced in up to 92% yield with 96% ee. Further transformation of the resulting 4-formylindoline enables access to an optically active tricyclic compound that is of potential biological and pharmaceutical interest.
Asymmetric induction in the addition of enantiomerically pure H-phosphinate to chiral aldimines: diastereoselective generation of α-amino phosphinates with P,C-stereogenic centers
Yang, Meng,Xu, Hao,Zhou, Zhong-Yang,Zhang, He,Liu, Li-Juan,Sun, Yong-Ming,Nie, Shao-Zhen,Zhao, Chang-Qiu
supporting information, p. 815 - 822 (2016/09/02)
α-Amino phosphinates with P,C-stereogenic centers were prepared from a P-retained addition of (RP)-(?)-menthyl H-phenylphosphinate to (R)-aldimines with up to 86:14 dr under catalyst and solvent free condition at ambient temperature; the single
[3+2]-cycloaddition reaction between chiral oxaziridines and nitriles: Enantioselective synthesis of 2,3-dihydro-1,2,4-oxadiazoles
Troisi, Luigino,Caccamese, Salvatore,Pilati, Tullio,Videtta, Valeria,Rosato, Francesca
experimental part, p. 3211 - 3216 (2010/11/02)
Enantiomerically pure 2,3-dihydro-1,2,4-oxadiazoles were synthesized by a cycloaddition reaction between chiral oxaziridines and nitriles. Assignment of absolute configurations was made by X-ray diffraction analysis, NOESY spectra, and theoretical calculations. Georg Thieme Verlag Stuttgart - New York.
Chiral oxaziridines in the enantioselective synthesis of isoxazolidines
Troisi, Luigino,De Lorenzis, Sara,Fabio, Marilena,Rosato, Francesca,Granito, Catia
experimental part, p. 2246 - 2251 (2009/04/11)
The stereoselective synthesis of oxaziridines with three stereogenic centres is presented in this paper. The chirality is provided by asymmetric induction, and a possible mechanism for the induced stereoselectivity is also discussed. These small heterocyc
Synthesis of new chiral cis-3-hydroxyazetidines and their application in diethylzinc addition to aldehydes
Zhang, Zhanbin,Li, Min,Zi, Guofu
, p. 802 - 808 (2013/08/22)
A new series of chiral cis-3-hydroxyazetidines have been prepared from (R)-1-phenylethylamine. They have excellent catalytic activities and enantiomeric selectivities in asymmetric addition of diethylzinc to aromatic aldehydes.
