Photocatalytic Generation of π-Allyltitanium Complexes from Butadiene via a Radical Strategy

Fusheng Li; Shuangjie Lin; Xiyu Li; Lei Shi

doi:10.1055/s-0040-1706024

Synthesis, Table of Contents

Synthesis 2021; 53(11): 1889-1900
DOI: 10.1055/s-0040-1706024

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Photocatalytic Generation of π-Allyltitanium Complexes from Butadiene via a Radical Strategy

Fusheng Li‡

^aDalian University of Technology, Zhang Dayu School of Chemistry, State Key Laboratory of Fine Chemicals, Dalian, Liaoning 116024, P. R. of China

,

Shuangjie Lin‡

^aDalian University of Technology, Zhang Dayu School of Chemistry, State Key Laboratory of Fine Chemicals, Dalian, Liaoning 116024, P. R. of China

,

Xiyu Li

^aDalian University of Technology, Zhang Dayu School of Chemistry, State Key Laboratory of Fine Chemicals, Dalian, Liaoning 116024, P. R. of China

,

Lei Shi ∗

^aDalian University of Technology, Zhang Dayu School of Chemistry, State Key Laboratory of Fine Chemicals, Dalian, Liaoning 116024, P. R. of China

^bSchool of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, P. R. of China

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Abstract

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Abstract

The direct conversion of industrial feedstock chemicals into highly valuable fine chemical intermediates is of great appeal to the synthetic community as well as industrial applications. This study reports a conceptually new radical strategy for the photocatalytic generation of π-allyltitanium complexes from butadiene. This novel and environmentally benign strategy enables the direct three-component allylation of carbonyls with 1,3-butadiene and α-bromocarboxylates, providing rapid access to valuable homoallylic alcohols with exceptional regio- and diastereoselectivity control.

Key words

photocatalysis - allylation - radical - butadiene - π-allyltitanium

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References

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