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Visible-Light-Mediated Nucleophilic Addition of Alkene with Aldehyde: Synthesis of Secondary Alcohols

D. Hu, Haowen Dang, Zhen Liang, Donghao Wang, Yunyun Du, Chao Shen, Jiabin Shen, Min Wang

2024Organic Letters14 citationsDOI

Abstract

Herein, a photocatalytic strategy for the synthesis of secondary alcohols by nucleophilic addition of an alkene with an aldehyde is described. This operationally simple methodology opens an approach for the synthesis of alcohols using commercially available reagents in moderate to excellent yields. Mechanistic studies indicate that the formation of the radical anion from alkene via single-electron transfer is the key step in this reaction.

Topics & Concepts

AlkeneChemistryAldehydeNucleophileReagentNucleophilic additionOrganic chemistryAlcoholCombinatorial chemistryPhotochemistryCatalysisRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Visible-Light-Mediated Nucleophilic Addition of Alkene with Aldehyde: Synthesis of Secondary Alcohols | Litcius