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182 0 _ab
200 1 _aExploiting photoredox catalysis for carbohydrate modification through C–H and C–C bond activation
_fA. Shatskiy, E. V. Stepanova, M. D. Karkas
203 _celectronic
300 _aTitle screen
320 _a[References: 222 tit.]
330 _aPhotoredox catalysis has recently emerged as a powerful synthetic platform for accessing complex chemical structures through non-traditional bond disconnection strategies that proceed through free-radical intermediates. Such synthetic strategies have been used for a range of organic transformations; however, in carbohydrate chemistry they have primarily been applied to the generation of oxocarbenium ion intermediates in the ubiquitous glycosylation reaction. In this Review, we present more intricate light-induced synthetic strategies to modify native carbohydrates through homolytic C–H and C–C bond cleavage. These strategies allow access to glycans and glycoconjugates with profoundly altered carbohydrate skeletons, which are challenging to obtain through conventional synthetic means. Carbohydrate derivatives with such structural motifs represent a broad class of natural products integral to numerous biochemical processes and can be found in active pharmaceutical substances. Here we present progress made in C–H and C–C bond activation of carbohydrates through photoredox catalysis, focusing on the operational mechanisms and the scope of the described methodologies.
461 _tNature Reviews Chemistry
463 _tVol. 6, iss. 11
_v[P. 782–805]
_d2022
610 1 _aэлектронный ресурс
610 1 _aтруды учёных ТПУ
610 1 _acarbohydrates
610 1 _ahomogeneous catalysis
610 1 _aphotocatalysis
610 1 _aуглеводы
610 1 _aгомогенный катализ
610 1 _aфотокатализ
700 1 _aShatskiy
_bA.
_gAndrey
701 1 _aStepanova
_bE. V.
_cchemist
_cAssociate Professor of Tomsk Polytechnic University, Candidate of Chemical Sciences
_f1988-
_gElena Vladimirovna
_2stltpush
_3(RuTPU)RU\TPU\pers\34245
701 1 _aKarkas
_bM. D.
_gMarkus
712 0 2 _aНациональный исследовательский Томский политехнический университет
_bИсследовательская школа химических и биомедицинских технологий
_c(2017- )
_h8120
_2stltpush
_3(RuTPU)RU\TPU\col\23537
801 2 _aRU
_b63413507
_c20230111
_gRCR
856 4 _uhttps://doi.org/10.1038/s41570-022-00422-5
942 _cCF