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Photocatalytic Generation of π‐Allyltitanium Complexes via Radical Intermediates
Author(s) -
Li Fusheng,
Lin Shuangjie,
Chen Yuqing,
Shi Caizhe,
Yan Huaipu,
Li Chenchen,
Wu Chao,
Lin Luqing,
Duan Chunying,
Shi Lei
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202010780
Subject(s) - photocatalysis , chemistry , catalysis , photoredox catalysis , combinatorial chemistry , dual role , organic chemistry , photochemistry
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.