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Photocatalytic Generation of π‐Allyltitanium Complexes via Radical Intermediates

Fusheng Li, Shuangjie Lin, Yuqing Chen, Caizhe Shi, Huaipu Yan, Chenchen Li, Chao Wu, Luqing Lin, Chunying Duan, Lei Shi

2020Angewandte Chemie16 citationsDOI

Abstract

Abstract The addition of π‐allylmetal complexes to carbonyls is the most important route to homoallylic alcohols. This study reports the first photocatalytic generation of π‐allyltitanium complexes by a radical strategy. This novel strategy enables the three‐component allylation of carbonyls with 1,3‐butadiene, providing rapid access to valuable homoallylic alcohols (over 60 examples). The exceptional regio‐ and diastereoselectivity provided by dual photoredox/Ti catalysis is comparable to that of the Cr‐catalyzed Nozaki–Hiyama–Kishi allylation reaction.

Topics & Concepts

PhotocatalysisChemistryCatalysisPhotoredox catalysisCombinatorial chemistryDual roleOrganic chemistryPhotochemistryRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Photocatalytic Generation of π‐Allyltitanium Complexes via Radical Intermediates | Litcius