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Photocatalytic Generation of pi-allyltitanium Complexes via Radical Intermediates

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Indexed by:Journal Papers

Date of Publication:2021-04-09

Journal:ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Volume:60

Issue:3

Page Number:1561-1566

ISSN No.:1433-7851

Key Words:allylic compounds; dienes; photocatalysis; radicals; titanium

Abstract:The addition of pi-allylmetal complexes to carbonyls is the most important route to homoallylic alcohols. This study reports the first photocatalytic generation of pi-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.

Pre One:Development of Pseudo-C2-symmetric Chiral Binaphthyl Monocarboxylic Acids for Enantioselective C(sp3