Visible-light-mediated installation of unactivated alkyl groups enabling access to non-natural amino acid derivatives: detailed mechanistic insights

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Authors: Arindam Manna, Subhankar Shee, Krishnendu Khamaru, Rabindranath Lo, Biswadip Banerji
Cited by: 1
References: 30

Abstract

Silane-mediated, visible-light-driven alkylation of electron-deficient olefins, enabling streamlined access to non-natural amino acid derivatives from unactivated halides, is reported here. Tris(trimethylsilyl)silane (TTMS) serves as both XAT and HAT reagents, enabling efficient radical generation and broad substrate scope including bioactive alkyl iodides. Comprehensive DFT investigations elucidate the reaction mechanism, delineating key intermediates and transition states.

Fields of Study & Subjects

Radical Photochemical Reactions Organoboron and organosilicon chemistry Photochromic and Fluorescence Chemistry

Publication details

Journal / source
Chemical Communications
Publisher
Royal Society of Chemistry (RSC)
Volume
62
Issue
48
Pages
12176–12179
Publication date
1 January 2026
Language
EN