Stereoselective synthesis of unnatural a-amino acid derivatives through photoredox catalysis

Dades bibliogràfiques
Parent link:Chemical Science
Vol. 12, iss. 15.— 2021.— [5430, 8 p.]
Autor corporatiu: Национальный исследовательский Томский политехнический университет Исследовательская школа химических и биомедицинских технологий
Altres autors: Shatsky A. I. Andrey Ivanovich, Axelsson A. Anton, Stepanova E. V. Elena Vladimirovna, Liu D.-K. Dzhian-Kuan, Temerdashev A. Azamat, Kore B. Bushan, Blumkvist B. Bjern, Gardner D. Dzheyms, Diner P. Piter, Kerkes M. Markus
Sumari:Title screen
A protocol for stereoselective C-radical addition to a chiral glyoxylate-derived N-sulfinyl imine was developed through visible light-promoted photoredox catalysis, providing a convenient method for the synthesis of unnatural a-amino acids. The developed protocol allows the use of ubiquitous carboxylic acids as radical precursors without prior derivatization. The protocol utilizes near-stoichiometric amounts of the imine and the acid radical precursor in combination with a catalytic amount of an organic acridinium-based photocatalyst. Alternative mechanisms for the developed transformation are discussed and corroborated by experimental and computational studies.
Idioma:anglès
Publicat: 2021
Matèries:
Accés en línia:https://doi.org/10.1039/D1SC00658D
Format: Electrònic Capítol de llibre
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=664951

MARC

LEADER 00000naa0a2200000 4500
001 664951
005 20250124135729.0
035 |a (RuTPU)RU\TPU\network\36136 
035 |a RU\TPU\network\35669 
090 |a 664951 
100 |a 20210602d2021 k||y0rusy50 ba 
101 0 |a eng 
135 |a drcn ---uucaa 
181 0 |a i  
182 0 |a b 
200 1 |a Stereoselective synthesis of unnatural a-amino acid derivatives through photoredox catalysis  |f A. I. Shatsky, A. Axelsson, E. V. Stepanova [et al.] 
203 |a Text  |c electronic 
300 |a Title screen 
320 |a [References: 26 tit.] 
330 |a A protocol for stereoselective C-radical addition to a chiral glyoxylate-derived N-sulfinyl imine was developed through visible light-promoted photoredox catalysis, providing a convenient method for the synthesis of unnatural a-amino acids. The developed protocol allows the use of ubiquitous carboxylic acids as radical precursors without prior derivatization. The protocol utilizes near-stoichiometric amounts of the imine and the acid radical precursor in combination with a catalytic amount of an organic acridinium-based photocatalyst. Alternative mechanisms for the developed transformation are discussed and corroborated by experimental and computational studies. 
461 |t Chemical Science 
463 |t Vol. 12, iss. 15  |v [5430, 8 p.]  |d 2021 
610 1 |a электронный ресурс 
610 1 |a труды учёных ТПУ 
701 1 |a Shatsky  |b A. I.  |c chemist  |c Senior Researcher of Tomsk Polytechnic University  |f 1989-  |g Andrey Ivanovich  |3 (RuTPU)RU\TPU\pers\47139 
701 1 |a Axelsson  |b A.  |g Anton 
701 1 |a Stepanova  |b E. V.  |c chemist  |c engineer of Tomsk Polytechnic University  |f 1978-  |g Elena Vladimirovna  |3 (RuTPU)RU\TPU\pers\34245 
701 1 |a Liu  |b D.-K.  |g Dzhian-Kuan 
701 1 |a Temerdashev  |b A.  |g Azamat 
701 1 |a Kore  |b B.  |g Bushan 
701 1 |a Blumkvist  |b B.  |g Bjern 
701 1 |a Gardner  |b D.  |g Dzheyms 
701 1 |a Diner  |b P.  |g Piter 
701 1 |a Kerkes  |b M.  |g Markus 
712 0 2 |a Национальный исследовательский Томский политехнический университет  |b Исследовательская школа химических и биомедицинских технологий  |c (2017- )  |3 (RuTPU)RU\TPU\col\23537 
801 2 |a RU  |b 63413507  |c 20220329  |g RCR 
856 4 |u https://doi.org/10.1039/D1SC00658D 
942 |c CF